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AstaTech ( Chengdu) BioPharmaceutical Corp.

Chengdu AstaTech Chemical Technology Co., Ltd. is a wholly-owned subsidiary of AstaTech (Chengdu) BioPharmaceutical Co., Ltd. It has overall accountability for AstaTech’s product list and sales and promotion of chemical reagents in China. The company

(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:0

Negotiable

Type:Trading Company

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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

(1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Manufacturer/High quality/Best price/In stock

Cas:79200-56-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Factory Supply (1R,4S)-2-azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1

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Type:Other

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Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap

(1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

(-)-2-Azabicyclo-[2.2.1]-hept-5-en-3-one

Cas:79200-56-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Leader Biochemical Group

About Product Details

China Largest factory Manufacturer Supply Highest Quality ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one CAS 79200-56-9

Cas:79200-56-9

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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Henan Tianfu Chemical Co., Ltd.

Henan Tianfu Chemical Co., Ltd. is located in Zhengzhou High-tech Development Zone with import and export license. We passed ISO 9001:2008 in 2009, and won "High-tech Enterprise" by provincial government in 2013.The objective of the com

TIANFU-CHEM - ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Gram

FOB Price: $1000.0

Type:Lab/Research institutions

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

GMP Manufacturer CAS 79200-56-9 with best quality

Cas:79200-56-9

Min.Order:10 Gram

FOB Price: $146.0 / 176.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Product Name: 2-Azabicyclo[2.2.1]hept-5-en-3-one Synonyms: 1-Azabicyclo[2.2.1]hept-5-en-3-one;(+/-)-2-Azabicyclo[2.2.1]hept-;2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, (VINCE LACTAM);2-Azabicyclo(2,2,1,)hept-5-en-

(1R,4S)-2-azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

(1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one 79200-56-9

Cas:79200-56-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Shanghai Minstar Chemical Co., Ltd

Product Name: ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one CAS: 79200-56-9 MF: C6H7NO MW: 109.13 EINECS: 418-530-1 Mol File: 79200-56-9.mol ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one Structure ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one CAS:79200-56-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in hi

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one CAS:79200-56-9

Cas:79200-56-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Hubei Jiutian Bio-medical Technology Co., Ltd

1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists

(-)-Vincelactam CAS79200-56-9

Cas:79200-56-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

CAS NO.:79200-56-9

Cas:79200-56-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

(1R,4S)-2-Azabicyclo[2.2.1]Hept-5-En-3-One

Cas:79200-56-9

Min.Order:0

Negotiable

Type:Manufacturers

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Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

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Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

(1R,4S)-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE

Cas:79200-56-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

(1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Massive Chemical Technology Co., Ltd.

Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

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Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Siwei Development Group Ltd.

Product name: ((1R,4S)-2-Azabicyclo[2,2,1]hept-5-en-3-one CAS No.:79200-56-9 Molecule Formula:C6H7NO Molecule Weight:109.13 Purity: 99.0% Package: 25kg/drum Description:Off-white crystalline powder Manufacture Standards:Enterprise Sta

High Quality ((1R,4S)-2-Azabicyclo[2,2,1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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Hunan chemfish Pharmaceutical co.,Ltd

Hunan chemfish Pharmaceutical co.,Ltd.located in Lugu High-tech industral park ,Hunan province . with its own R&D center and more than 10000㎡manufacture plant . Chemfish owns 40 reactors from 1000L to 8000L. With complete auxiliary equipment as

(-)-(1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

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Hangzhou Huarong Pharm Co., Ltd.

We Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:0

Negotiable

Type:Trading Company

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Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Wuhu Nuowei Chemistry Technologies Co., Ltd.

Wuhu Nuovo Chemical Technology Co., Ltd. was established in August 2014, mainly engaged in the development, production and sales of ionic liquids, ribose, nucleosides, nucleotides and related chemicals; Products are mainly used in new energy, new ma

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:100 Gram

Negotiable

Type:Manufacturers

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Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one

Cas:79200-56-9

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

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Synthetic route

(1R,4S)-N-hydroxymethyl-2-azabicyclo<2.2.1>hept-5-en-3-one
157810-21-4

(1R,4S)-N-hydroxymethyl-2-azabicyclo<2.2.1>hept-5-en-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
With methanol; ammonium hydroxide for 13h; Ambient temperature;51%
With ammonium hydroxide In methanol for 12h; Ambient temperature;51%
racemic 2-azabicyclo[2.2.1]hept-5-en-3-one
49805-30-3

racemic 2-azabicyclo[2.2.1]hept-5-en-3-one

A

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

B

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid
134003-04-6

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid

Conditions
ConditionsYield
With (+)-γ-lactamase from Bradyrhizobium japonicum USDA 6 In aq. buffer at 45℃; for 1h; pH=8; Catalytic behavior; Temperature; pH-value; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 49.9%
B n/a
With cloned (+)-γ-lactamase at 25℃; for 1h; pH=7.5; Ring cleavage;
racemic 2-azabicyclo[2.2.1]hept-5-en-3-one
49805-30-3

racemic 2-azabicyclo[2.2.1]hept-5-en-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
With A. viscous (NCIM No.2451) In phosphate buffer for 21h; pH=7.5;31.2%
With Penicillium thomi AM91 for 48h; Reagent/catalyst; Enzymatic reaction;n/a
2-azabicyclo[2.2.1.]hept-5-en-3-one
49805-30-3

2-azabicyclo[2.2.1.]hept-5-en-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one
168960-17-6

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile at 0℃; for 0.283333h; Yield given;
2-azabicyclo[2.2.1.]hept-5-en-3-one
49805-30-3

2-azabicyclo[2.2.1.]hept-5-en-3-one

A

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

B

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one
130931-83-8

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

Conditions
ConditionsYield
With brucine In methanol at 20℃; for 6h;
With Methylobacterium sp. Y1-6 at 30℃; for 24h; Overall yield = 19 %Chromat.;A n/a
B n/a
With malonamidase E2 (MAE2) In aq. phosphate buffer at 30℃; for 24h; pH=7.5; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
With Cu-(R)-2,2'-dihydroxy-1,1'-binaphthalene-6,6'-dicarboxylic acid organic framework silica composite In ethanol; hexane Resolution of racemate;
2-azabicyclo[2.2.1.]hept-5-en-3-one
49805-30-3

2-azabicyclo[2.2.1.]hept-5-en-3-one

A

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

B

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid
134003-04-6

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid

Conditions
ConditionsYield
With lactamase Enzymatic reaction;
With Bradyrhizobium japonicum USDA 6 (+)-γ-lactamase In aq. buffer at 50℃; pH=6; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
2-hydroxymethyl-2-azabicyclo<2.2.1>hept-5-en-3-one
157732-10-0

2-hydroxymethyl-2-azabicyclo<2.2.1>hept-5-en-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 43 percent / various solvent(s) / 0.5 h / Ambient temperature; immobilized lipase PS on diatomite
2: 90 percent / H2O / diisopropyl ether / 3 h / Ambient temperature; lipase PS
3: 51 percent / aq. NH3 / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
2: 51 percent / Nh4OH, MeOH / 13 h / Ambient temperature
View Scheme
N-acetoxymethyl-2-azabicyclo[2.2.1]hept-5-en-3-one
183074-62-6

N-acetoxymethyl-2-azabicyclo[2.2.1]hept-5-en-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 41 percent / H2O / diisopropyl ether / 3 h / Ambient temperature; lipase PS
2: 51 percent / aq. NH3 / methanol / 12 h / Ambient temperature
View Scheme
(1R,4S)-N-acetoxymethyl-2-azabicyclo[2.2.1]hept-5-en-3-one
157732-11-1

(1R,4S)-N-acetoxymethyl-2-azabicyclo[2.2.1]hept-5-en-3-one

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / H2O / diisopropyl ether / 3 h / Ambient temperature; lipase PS
2: 51 percent / aq. NH3 / methanol / 12 h / Ambient temperature
View Scheme
(1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-azabicyclo<2.2.1>-3-heptanone
168773-48-6

(1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-azabicyclo<2.2.1>-3-heptanone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
2: 97 percent / TBAF / tetrahydrofuran / 0.33 h
3: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
4: 98 percent / DBU / xylene / 16.5 h / Heating
5: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
2: 97 percent / TBAF / tetrahydrofuran / 0.33 h
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
4: 20 percent
5: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
6: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
2: 97 percent / TBAF / tetrahydrofuran / 0.33 h
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
4: 40 percent / LiHMDS
5: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
6: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(1R,4S,6R)-6-Iodo-2-(p-methoxybenzyl)-2-azabicyclo<2.2.1>-3-heptanone
168773-56-6

(1R,4S,6R)-6-Iodo-2-(p-methoxybenzyl)-2-azabicyclo<2.2.1>-3-heptanone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / DBU / xylene / 16.5 h / Heating
2: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(1R,4S,6S)-6-Hydroxy-2-(p-methoxybenzyl)-2-azabicyclo<2.2.1>-3-heptanone
168773-55-5

(1R,4S,6S)-6-Hydroxy-2-(p-methoxybenzyl)-2-azabicyclo<2.2.1>-3-heptanone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
2: 98 percent / DBU / xylene / 16.5 h / Heating
3: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 4 steps
1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
2: 20 percent
3: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
4: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 4 steps
1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
2: 40 percent / LiHMDS
3: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
4: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(1R,4S)-2-(p-Methoxybenzyl)-2-azabicylo<2.2.1>heptane-3,6-dione
168773-57-7

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicylo<2.2.1>heptane-3,6-dione

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 20 percent
2: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
3: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1: 40 percent / LiHMDS
2: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
3: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-benzyl-2-azabicyclo<2.2.1>-3-heptanone
168773-42-0

(1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-benzyl-2-azabicyclo<2.2.1>-3-heptanone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
2: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
3: 97 percent / TBAF / tetrahydrofuran / 0.33 h
4: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
5: 98 percent / DBU / xylene / 16.5 h / Heating
6: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
2: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
3: 97 percent / TBAF / tetrahydrofuran / 0.33 h
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
5: 20 percent
6: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
7: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
2: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
3: 97 percent / TBAF / tetrahydrofuran / 0.33 h
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
5: 40 percent / LiHMDS
6: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
7: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-1-Benzyl-5-<(tert-butyldimethylsilyl)oxy>-6-(bromomethyl)-2-piperidinone
168773-45-3

(5S,6R)-1-Benzyl-5-<(tert-butyldimethylsilyl)oxy>-6-(bromomethyl)-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
2: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
3: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
4: 97 percent / TBAF / tetrahydrofuran / 0.33 h
5: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
6: 98 percent / DBU / xylene / 16.5 h / Heating
7: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
2: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
3: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
4: 97 percent / TBAF / tetrahydrofuran / 0.33 h
5: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
6: 20 percent
7: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
8: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
2: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
3: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
4: 97 percent / TBAF / tetrahydrofuran / 0.33 h
5: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
6: 40 percent / LiHMDS
7: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
8: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-1-Benzyl-5-<(tert-butyldimethylsilyl)oxy>-6-(hydroxymethyl)-2-piperidinone
168773-41-9

(5S,6R)-1-Benzyl-5-<(tert-butyldimethylsilyl)oxy>-6-(hydroxymethyl)-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
2: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
3: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
4: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
5: 97 percent / TBAF / tetrahydrofuran / 0.33 h
6: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
7: 98 percent / DBU / xylene / 16.5 h / Heating
8: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 9 steps
1: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
2: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
3: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
4: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
5: 97 percent / TBAF / tetrahydrofuran / 0.33 h
6: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
7: 20 percent
8: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
9: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 9 steps
1: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
2: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
3: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
4: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
5: 97 percent / TBAF / tetrahydrofuran / 0.33 h
6: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
7: 40 percent / LiHMDS
8: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
9: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-(p-methoxybenzyl)-2-azabicyclo<2.2.1>-3-heptanone
168773-47-5

(1R,4S,6S)-6-(tert-Butyldimethylsiloxy)-2-(p-methoxybenzyl)-2-azabicyclo<2.2.1>-3-heptanone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 97 percent / TBAF / tetrahydrofuran / 0.33 h
2: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
3: 98 percent / DBU / xylene / 16.5 h / Heating
4: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: 97 percent / TBAF / tetrahydrofuran / 0.33 h
2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
3: 20 percent
4: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
5: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: 97 percent / TBAF / tetrahydrofuran / 0.33 h
2: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
3: 40 percent / LiHMDS
4: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
5: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-(hydroxymethyl)-2-piperidinone
168773-44-2

(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-(hydroxymethyl)-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 89 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 22 h
2: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
3: 97 percent / TBAF / tetrahydrofuran / 0.33 h
4: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
5: 98 percent / DBU / xylene / 16.5 h / Heating
6: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1: 89 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 22 h
2: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
3: 97 percent / TBAF / tetrahydrofuran / 0.33 h
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
5: 20 percent
6: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
7: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 7 steps
1: 89 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 22 h
2: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
3: 97 percent / TBAF / tetrahydrofuran / 0.33 h
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
5: 40 percent / LiHMDS
6: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
7: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-(bromomethyl)-2-piperidinone
168773-46-4

(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-(bromomethyl)-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
2: 97 percent / TBAF / tetrahydrofuran / 0.33 h
3: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
4: 98 percent / DBU / xylene / 16.5 h / Heating
5: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
2: 97 percent / TBAF / tetrahydrofuran / 0.33 h
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
4: 20 percent
5: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
6: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
2: 97 percent / TBAF / tetrahydrofuran / 0.33 h
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
4: 40 percent / LiHMDS
5: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
6: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-1-Benzyl-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone
168773-40-8

(5S,6R)-1-Benzyl-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
2: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
3: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
4: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
5: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
6: 97 percent / TBAF / tetrahydrofuran / 0.33 h
7: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
8: 98 percent / DBU / xylene / 16.5 h / Heating
9: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 10 steps
1: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
2: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
3: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
4: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
5: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
6: 97 percent / TBAF / tetrahydrofuran / 0.33 h
7: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
8: 20 percent
9: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
10: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 10 steps
1: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
2: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
3: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
4: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
5: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
6: 97 percent / TBAF / tetrahydrofuran / 0.33 h
7: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
8: 40 percent / LiHMDS
9: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
10: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Trifluoro-methanesulfonic acid (1R,4S)-2-(4-methoxy-benzyl)-3-oxo-2-aza-bicyclo[2.2.1]hept-5-en-6-yl ester
168773-58-8

Trifluoro-methanesulfonic acid (1R,4S)-2-(4-methoxy-benzyl)-3-oxo-2-aza-bicyclo[2.2.1]hept-5-en-6-yl ester

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
2: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone
168773-43-1

(5S,6R)-1-(p-Methoxybenzyl)-5-<(tert-butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
2: 89 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 22 h
3: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
4: 97 percent / TBAF / tetrahydrofuran / 0.33 h
5: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
6: 98 percent / DBU / xylene / 16.5 h / Heating
7: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
2: 89 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 22 h
3: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
4: 97 percent / TBAF / tetrahydrofuran / 0.33 h
5: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
6: 20 percent
7: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
8: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 8 steps
1: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
2: 89 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 22 h
3: 90 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
4: 97 percent / TBAF / tetrahydrofuran / 0.33 h
5: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
6: 40 percent / LiHMDS
7: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
8: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(6R)-5-Hydroxy-6-<(benzyloxy)methyl>-2-piperidinone

(6R)-5-Hydroxy-6-<(benzyloxy)methyl>-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
8: 97 percent / TBAF / tetrahydrofuran / 0.33 h
9: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
10: 98 percent / DBU / xylene / 16.5 h / Heating
11: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 12 steps
1: imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
8: 97 percent / TBAF / tetrahydrofuran / 0.33 h
9: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
10: 20 percent
11: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
12: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 12 steps
1: imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
8: 97 percent / TBAF / tetrahydrofuran / 0.33 h
9: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
10: 40 percent / LiHMDS
11: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
12: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-5-Hydroxy-6-<(benzyloxy)methyl>-2-piperidinone
168773-36-2

(5S,6R)-5-Hydroxy-6-<(benzyloxy)methyl>-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 92 percent / imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
8: 97 percent / TBAF / tetrahydrofuran / 0.33 h
9: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
10: 98 percent / DBU / xylene / 16.5 h / Heating
11: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 12 steps
1: 92 percent / imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
8: 97 percent / TBAF / tetrahydrofuran / 0.33 h
9: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
10: 20 percent
11: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
12: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 12 steps
1: 92 percent / imidazole / dimethylformamide / 15 h
2: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
3: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
4: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
5: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
6: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
7: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
8: 97 percent / TBAF / tetrahydrofuran / 0.33 h
9: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
10: 40 percent / LiHMDS
11: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
12: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(5S,6R)-5-<(tert-Butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone
168773-38-4

(5S,6R)-5-<(tert-Butyldimethylsilyl)oxy>-6-<(benzyloxy)methyl>-2-piperidinone

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
2: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
3: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
4: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
5: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
6: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
7: 97 percent / TBAF / tetrahydrofuran / 0.33 h
8: 97 percent / PPh3, imidazole, I2 / toluene / 1.) 60 deg C, 10 min, 2.) reflux, 3.75 h
9: 98 percent / DBU / xylene / 16.5 h / Heating
10: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 11 steps
1: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
2: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
3: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
4: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
5: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
6: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
7: 97 percent / TBAF / tetrahydrofuran / 0.33 h
8: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
9: 20 percent
10: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
11: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
Multi-step reaction with 11 steps
1: 99 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 42 h
2: 100 percent / H2 / 10percent Pd/C / ethanol / 23 h
3: 93 percent / CBr4, PPh3 / CH2Cl2 / 1.) 0 deg C to r.t., 1 h, 2.) r.t., 13 h
4: 99 percent / KHMDS / tetrahydrofuran / 1.) -50 to -35 deg C, 15 min, 2.) -35 deg C, 40 min
5: 99 percent / NH3, Na, t-BuOH / tetrahydrofuran / 1.) -78 deg C, 6 min, 2.) -78 to -33 deg C, 2 min
6: 90 percent / NaH, TBAI / tetrahydrofuran / 1.) 15 min, 2.) 21 h
7: 97 percent / TBAF / tetrahydrofuran / 0.33 h
8: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 1 h, 2.) -78 deg C to r.t., 20 min; r.t., 40 min
9: 40 percent / LiHMDS
10: 39 percent / HCO2H, Bu3N / PPh3, Pd(OAc)2 / dimethylformamide / 6 h
11: CAN / acetonitrile; H2O / 0.28 h / 0 °C
View Scheme
(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride
229613-83-6

(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

2-azabicyclo[2.2.1.]hept-5-en-3-one
49805-30-3

2-azabicyclo[2.2.1.]hept-5-en-3-one

A

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

B

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one
130931-83-8

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

C

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid
134003-04-6

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid

Conditions
ConditionsYield
With Nocardia farcinica-polyamidase (NfpolyA) In aq. phosphate buffer at 30℃; for 24h; pH=7.5; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
C n/a
2-azabicyclo[2.2.1.]hept-5-en-3-one
49805-30-3

2-azabicyclo[2.2.1.]hept-5-en-3-one

A

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

B

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid
134003-04-6

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid

C

(-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid
102579-71-5, 102579-72-6, 102679-78-7, 134003-04-6, 134234-04-1

(-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid

Conditions
ConditionsYield
With Rhodococcus globerulus-amidase (AMI) In aq. phosphate buffer at 30℃; for 24h; pH=7.5; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
C n/a
racemic 2-azabicyclo[2.2.1]hept-5-en-3-one
49805-30-3

racemic 2-azabicyclo[2.2.1]hept-5-en-3-one

A

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

B

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one
130931-83-8

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

C

(-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid
102579-71-5, 102579-72-6, 102679-78-7, 134003-04-6, 134234-04-1

(-)-(1S, 4R)-4-amino-2-cyclopentene-1-carboxylic acid

Conditions
ConditionsYield
With water; lipase B from Candida antarctica In isopropyl alcohol at 60℃; for 0.5h; Enzymatic reaction;A n/a
B n/a
C n/a
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate
151792-53-9

tert-butyl (1R,4S)-(-)-3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran100%
With dmap In tetrahydrofuran at 20℃; for 3h;99%
With dmap In dichloromethane for 16h; Inert atmosphere;98%
methanol
67-56-1

methanol

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride
229613-83-6

(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0℃; for 2h;100%
With thionyl chloride at 0 - 20℃; for 14h;100%
With thionyl chloride at 0℃;100%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(+)-2-Azabicyclo<2.2.1>heptan-3-one
134003-03-5

(+)-2-Azabicyclo<2.2.1>heptan-3-one

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 5h; atmospheric pressure;100%
With hydrogen; acetic acid; palladium on activated charcoal In ethyl acetate at 20℃; under 2068.59 Torr; for 1.5h;98%
With palladium 10% on activated carbon; hydrogen In methanol for 3h;98%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1S,3R)-3-aminocyclopentanecarboxylic acid
71830-07-4

(1S,3R)-3-aminocyclopentanecarboxylic acid

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In ethyl acetate at 20℃; for 24h;100%
With hydrogen; palladium 10% on activated carbon In ethyl acetate at 20℃; for 24h;100%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1S,4R)-(-)ethyl-4-aminocyclopent-2-ene-1-carboxylate hydrochloride
229613-86-9

(1S,4R)-(-)ethyl-4-aminocyclopent-2-ene-1-carboxylate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 2h; Heating / reflux;100%
With thionyl chloride In ethanol at 10 - 30℃; for 1h; Solvent; Reagent/catalyst;
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1R,4S,5R,6S)-5,6-dihydroxy-2-azabicyclo[2.2.1]heptan-3-one
79200-55-8

(1R,4S,5R,6S)-5,6-dihydroxy-2-azabicyclo[2.2.1]heptan-3-one

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In 1,4-dioxane at 0 - 20℃; for 3h;98%
With osmium(VIII) oxide; 4-methylmorpholine N-oxide; 4-methylmorpholine 4-oxide monohydrate In 1,4-dioxane; water at 0 - 20℃; for 3h;98%
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; tert-butyl alcohol at 70℃; for 0.5h;94%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(1S,cis)-4-amino-2-cyclopentene-1-carboxylic acid 4-toluenesulfonate

(1S,cis)-4-amino-2-cyclopentene-1-carboxylic acid 4-toluenesulfonate

Conditions
ConditionsYield
In tetrahydrofuran; water at 20 - 60℃; for 18h; Ring cleavage;97%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(-)-(1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride
130931-84-9

(-)-(1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride95%
With hydrogenchloride for 1h; Heating;
With hydrogenchloride; water at 80℃; for 2h;
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

acryloyl chloride
814-68-6

acryloyl chloride

C9H9NO2

C9H9NO2

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere;95%
pent-4-enoyl chloride
39716-58-0

pent-4-enoyl chloride

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

C11H13NO2

C11H13NO2

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: pent-4-enoyl chloride In tetrahydrofuran at 20℃; Inert atmosphere;
91%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

benzoyl chloride
98-88-4

benzoyl chloride

(1R,4S)-2-Benzoyl-2-aza-bicyclo[2.2.1]hept-5-en-3-one

(1R,4S)-2-Benzoyl-2-aza-bicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
In pyridine90%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

tert-butyl (1R,4S)-(+)-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate
702666-73-7

tert-butyl (1R,4S)-(+)-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 7h; Heating;
Stage #2: di-tert-butyl dicarbonate at 25℃; for 14h; Further stages.;
87%
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether for 7h; Heating;
Stage #2: di-tert-butyl dicarbonate at 20℃; for 14h; Further stages.;
52%
methanol
67-56-1

methanol

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1R,3S)-methyl 3-aminocyclopentanecarboxylate hydrochloride

(1R,3S)-methyl 3-aminocyclopentanecarboxylate hydrochloride

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; for 12h;
Stage #2: methanol With thionyl chloride at 0 - 20℃; for 24h;
84%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one
168960-17-6

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h;83%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 50℃; for 3h; Inert atmosphere;75%
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 3h;
65%
With potassium hydroxide Yield given;
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With tetra-(n-butyl)ammonium iodide; sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: p-methoxybenzyl chloride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 25℃; for 1h; Solvent; Reagent/catalyst; Temperature;
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

4-iodo-2-methoxybenzoic acid-methyl ester
148490-97-5

4-iodo-2-methoxybenzoic acid-methyl ester

methyl 2-methoxy-4-((1R,4S)-3-oxo-2-azabicyclo[2.2.1]hept-5-en-2-yl)benzoate
1311258-54-4

methyl 2-methoxy-4-((1R,4S)-3-oxo-2-azabicyclo[2.2.1]hept-5-en-2-yl)benzoate

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 110℃; for 18h; Inert atmosphere;74%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one
168960-17-6

(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one

Conditions
ConditionsYield
Stage #1: 4-Methoxybenzyl alcohol With hydrogenchloride In water for 1h;
Stage #2: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 6.5h; Inert atmosphere;
73%
ethene
74-85-1

ethene

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(3S,5R)-(-)-3,5-divinylpyrrolidin-2-one

(3S,5R)-(-)-3,5-divinylpyrrolidin-2-one

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; under 760.051 Torr; for 2.5h;70%
oxirane
75-21-8

oxirane

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1R,4S)-2-(2-hydroxyethyl)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1R,4S)-2-(2-hydroxyethyl)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With lithium diisopropyl amide In tetrahydrofuran for 1h;
Stage #2: oxirane In tetrahydrofuran
67%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

benzyl chloroformate
501-53-1

benzyl chloroformate

(1R,45)-benzyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

(1R,45)-benzyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 60℃; for 27h; Inert atmosphere;
Stage #2: benzyl chloroformate With trimethylamine In tetrahydrofuran; water at 0 - 20℃; for 48h;
63%
but-3-enoyl chloride
1470-91-3

but-3-enoyl chloride

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

C10H11NO2

C10H11NO2

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: but-3-enoyl chloride In tetrahydrofuran at 20℃; Inert atmosphere;
63%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

(1R)-2-aza-2-(benzenesulfonyl)bicyclo[2.2.1]hept-5-ene-3-one

(1R)-2-aza-2-(benzenesulfonyl)bicyclo[2.2.1]hept-5-ene-3-one

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;
Stage #2: benzenesulfonyl chloride In tetrahydrofuran; mineral oil at 20℃; for 1.5h; Inert atmosphere;
62%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(-)-exo-7-azatricyclo[3.2.1.02.4]octan-6-one

(-)-exo-7-azatricyclo[3.2.1.02.4]octan-6-one

Conditions
ConditionsYield
palladium diacetate In diethyl ether at 20℃; for 24h;62%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

isoprene
78-79-5

isoprene

2-(3-methylbut-2-enyl)-2-azabicyclo[2.2.1]hept-5-en-3-one

2-(3-methylbut-2-enyl)-2-azabicyclo[2.2.1]hept-5-en-3-one

Conditions
ConditionsYield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 1,3-bis-(diphenylphosphino)propane; sodium carbonate In toluene at 140℃; for 20h; Inert atmosphere; regioselective reaction;55%
2-(chloromethyl)iodobenzene
59473-45-9

2-(chloromethyl)iodobenzene

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

N-(2'-iodobenzyl)-2-aza-3-oxobicyclo[2.2.1]hept-5-ene
195830-50-3

N-(2'-iodobenzyl)-2-aza-3-oxobicyclo[2.2.1]hept-5-ene

Conditions
ConditionsYield
Stage #1: (-)-2-azabicyclo[2.2.1]hept-5-en-3-one With sodium hydride In tetrahydrofuran at 20℃; for 1h; Metallation;
Stage #2: 2-(chloromethyl)iodobenzene In tetrahydrofuran for 12h; Alkylation; Heating;
53%
With sodium hydride In tetrahydrofuran at 65℃; for 16h; Substitution;53%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1S,2R,4S,5R)-3-oxa-6-azatricyclo[3.2.1.02,4]octan-7-one
329910-40-9

(1S,2R,4S,5R)-3-oxa-6-azatricyclo[3.2.1.02,4]octan-7-one

Conditions
ConditionsYield
With disodium hydrogenphosphate; sodium dihydrogenphosphate In water at 0℃; for 7h; pH=6;26.16%
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

exo-cis-5,6-Dihydroxy-2-azabicyclo<2.2.1>heptan-3-one
77745-22-3

exo-cis-5,6-Dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

Conditions
ConditionsYield
With potassium permanganate In acetone Inert atmosphere;25%
acetic anhydride
108-24-7

acetic anhydride

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one
79200-56-9

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

(-)-(1S,4R)-4-acetamidocyclopent-2-enylmethanol
130931-86-1

(-)-(1S,4R)-4-acetamidocyclopent-2-enylmethanol

Conditions
ConditionsYield
Yield given. Multistep reaction;

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