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SICHUAN TONGSHENG AMINOACID CO.LTD

Sichuan Tongsheng is the most strongest manufacturer and exporter of amino acids and their derivatives in China, we have the best quality and price. Guarantee high quality, competive price and reliable service. We fully compliance with ISO9001:2008,

Boc-L-Hydroxyproline

Cas:13726-69-7

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

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

Boc-L-Hydroxyproline Manufacturer/High quality/Best price/In stock

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Boc-L-Hyp-OH supplier in China

Cas:13726-69-7

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Wuhan Fortuna Chemical Co.,Ltd

Unique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:Cool dry place Package:1kg/foill bag;25kg/drum Application:Pharmac

Factory supply Boc-L-Hydroxyproline Cas 13726-69-7 with high quality and best price

Cas:13726-69-7

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Hebei yanxi chemical co.,LTD.

Hebei yanxi chemical co. LTD. has expanded a compositive entity from initially only as a small manufacturer. The company dedicated to the development, production and marketing of chemicals. After many years of efforts, we have established stable

boc-4-hydroxy-l-proline

Cas:13726-69-7

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

Type:Manufacturers

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off white powder Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

trans-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline

Cas:13726-69-7

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

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 (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-L-proline

Cas:13726-69-7

Min.Order:1

Negotiable

Type:Other

inquiry

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Quality 99% 13726-69-7 Boc-L-Hydroxyproline Manufacturer

Cas:13726-69-7

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality Boc-Hyp-OH

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

CHemwill -- Boc-L-Hydroxyproline

Cas:13726-69-7

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Manufacturers

inquiry

Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

99% up Boc-Hyp-OH Boc-L-Hydroxyproline 13726-69-7

Cas:13726-69-7

Min.Order:25 Kilogram

Negotiable

Type:Trading Company

inquiry

Henan Tianfu Chemical Co., Ltd.

Now we would like to update our product list for you, kindly check the below information: 1. Catalyst series ( such as Noble Metal Catalyst, Phosphorous ligand, etc ) 2. Pharmaceutical Intermediate ( such as diabtes series, Anti

13726-69-7

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

Boc-L-Hydroxyproline CAS13726-69-7

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

inquiry

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

Manufacturer supply CAS 13726-69-7 with best quality

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

Product Name Boc-Hyp CAS No. 13726-69-7 Synonyms boc-L-hydroxyproline Purity 98.0% min Molecular Formula C10H17NO5 Molecular Weight 231.25 Appearance: white powder Storage:

Boc-Hyp

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

inquiry

Hangzhou Sartort Biopharma Co., Ltd

Appearance:White to off-white powder Storage:room temperature Package:25kg/drum Application:Boc-Hyp-OH is used in the preparation of hydroxyproline derivatives. It is an intermediate in the synthesis of Fosinopril-d5 Sodium Salt (F727803), the labe

Boc-Hyp-OH/Boc-L-Hydroxyproline factory price

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

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

Boc-L-Hydroxyproline 13726-69-7

Cas:13726-69-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

BOC-L-Hyp-OH

Cas:13726-69-7

Min.Order:1 Kilogram

FOB Price: $190.0 / 192.0

Type:Trading Company

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Boc-L-Hydroxyproline

Cas:13726-69-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Leader Biochemical Group

About Product Details

China Biggest Factory Manufacturer Supply Boc-L-Hydroxyproline CAS 13726-69-7

Cas:13726-69-7

Min.Order:500 Kilogram

FOB Price: $1.0 / 2.0

Type:Lab/Research institutions

inquiry

Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/1713.html Product Name Boc-L-Hydroxyproline CAS No. 13726-69-7

Boc-L-Hydroxyproline

Cas:13726-69-7

Min.Order:1 Gram

FOB Price: $5.0

Type:Lab/Research institutions

inquiry

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

Boc-L-Hydroxyproline

Cas:13726-69-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Boc-Hyp-OH

Cas:13726-69-7

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

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

Boc-Hyp-OH

Cas:13726-69-7

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

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

Boc-L-Hydroxyproline

Cas:13726-69-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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

Boc-L-Hydroxyproline/High quality/Best price

Cas:13726-69-7

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development 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 chemi

High quality Boc-L-Hyp-OH

Cas:13726-69-7

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

Boc-Hyp-OH

Cas:13726-69-7

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

Siwei Development Group Ltd.

Product name: BOC-4-Hydroxy-L-Proline CAS No.:13726-69-7 Molecule Formula:C10H17NO5 Molecule Weight:231.25 Purity: 99.0% Package: 25kg/drum Description:White or off-white crystalline powder Manufacture Standards:Enterprise Standard

High Quality BOC-4-Hydroxy-L-Proline

Cas:13726-69-7

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

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,

Boc-L-Hydroxyproline Manufacturer/High quality/Best price/In stock

Cas:13726-69-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 50℃; for 1h;100%
In tetrahydrofuran; water at 20℃; for 12h;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃;100%
4N-sodium hydroxide

4N-sodium hydroxide

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-hydroxyproline
51-35-4, 913000-57-4

4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol; ethyl acetate96%
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
74844-91-0

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With water; lithium hydroxide In methanol at 20℃; for 1h;58%
With sodium hydroxide In tetrahydrofuran at 0℃; for 19h;
Stage #1: 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate With water; sodium hydroxide In methanol for 4h;
Stage #2: With citric acid In methanol; water pH=3; Product distribution / selectivity;
Stage #1: 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate With methanol; water; lithium hydroxide at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; acetonitrile for 0.166667h; Cooling with ice bath; Inert atmosphere;
tert-butyldicarbonate
34619-03-9

tert-butyldicarbonate

4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃;97%
With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 16h;89%
With sodium hydrogencarbonate In water
4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
In water95%
(2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate
184046-78-4

(2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate With water; sodium hydroxide In methanol for 6h;
Stage #2: With citric acid In methanol; water pH=3;
potassium hydrogen sulphate

potassium hydrogen sulphate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-hydroxyproline
51-35-4, 913000-57-4

4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
In sodium hydroxide; hexane; water; tert-butyl alcohol
In sodium hydroxide; hexane; water; tert-butyl alcohol
In sodium hydroxide; hexane; water; tert-butyl alcohol
In sodium hydroxide; hexane; water; tert-butyl alcohol
water
7732-18-5

water

4-hydroxyproline
51-35-4, 913000-57-4

4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane
dipercarbonate de O,O-t-butyle
3236-56-4

dipercarbonate de O,O-t-butyle

4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; ammonium chloride In tetrahydrofuran; water
(2R)-1-benzyloxy-2-hydroxy-pent-4-yne
115352-39-1, 124662-61-9, 110339-26-9

(2R)-1-benzyloxy-2-hydroxy-pent-4-yne

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: hydrogen / Pd/CaCO3 / ethyl acetate
2: di-isopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 12 h / -20 °C
3: hydrazine / ethanol / 6 h / Heating
4: Et3N / CH2Cl2
5: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C
6: Et3N / CH2Cl2
7: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
8: K2CO3 / methanol
View Scheme
N-tert-butoxycarbonyl-4-oxo-L-proline
84348-37-8

N-tert-butoxycarbonyl-4-oxo-L-proline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 90 percent / sodium borohydride / methanol / 3.5 h / 0 °C
2: 62 percent / aq. NaOH / diethyl ether / 24 h
3: 36 percent / lithium triethylborodeuteride / tetrahydrofuran / 24 h / Heating
4: trifluoroacetic acid / 0.5 h
5: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation
6: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h
View Scheme
N-tert-butoxycarbonyl-L-cis-4-hydroxyproline
87691-27-8

N-tert-butoxycarbonyl-L-cis-4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 62 percent / aq. NaOH / diethyl ether / 24 h
2: 36 percent / lithium triethylborodeuteride / tetrahydrofuran / 24 h / Heating
3: trifluoroacetic acid / 0.5 h
4: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation
5: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h
View Scheme
(2S,4R)-<4-2H1>-proline
153790-69-3

(2S,4R)-<4-2H1>-proline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation
2: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h
View Scheme
C10H16(2)HNO4

C10H16(2)HNO4

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trifluoroacetic acid / 0.5 h
2: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation
3: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h
View Scheme
N-Boc-D-cis-4-(p-toluenesulfonyloxy)proline
153790-67-1

N-Boc-D-cis-4-(p-toluenesulfonyloxy)proline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 36 percent / lithium triethylborodeuteride / tetrahydrofuran / 24 h / Heating
2: trifluoroacetic acid / 0.5 h
3: TES buffer, iron(II)ammonium sulphate, 2-oxoglutarate, proline 4-hydroxylase / 4 h / 26 °C / incubation
4: 85 percent / aq. NaOH / 2-methyl-propan-2-ol / 18 h
View Scheme
(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid
90600-20-7

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 73 percent / N-bromosuccinimide / tetrahydrofuran / 0.33 h / 0 °C
2: 100 percent / K2CO3 / 0.5 h / 0 °C
3: 1) 0.5 N NaOH, 2) dl-10-camphorsulfonic acid / 1) THF, 0 deg C, 14 h, 2) CH2Cl2, RT, 20 h
4: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min
5: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature
6: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h
7: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C
View Scheme
(2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone
104241-30-7

(2S,4S)-2-(tert-butoxycarbonyl)amino-4-bromomethyl-γ-butyrolactone

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 100 percent / K2CO3 / 0.5 h / 0 °C
2: 1) 0.5 N NaOH, 2) dl-10-camphorsulfonic acid / 1) THF, 0 deg C, 14 h, 2) CH2Cl2, RT, 20 h
3: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min
4: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature
5: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h
6: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C
View Scheme
(2S,4R)-2-tert-butoxycarbonylamino-4-hydroxymethyl-4-butanolide
104241-32-9

(2S,4R)-2-tert-butoxycarbonylamino-4-hydroxymethyl-4-butanolide

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min
2: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature
3: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h
4: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C
View Scheme
(2S,4R)-2-(tert-butoxycarbonyl)amino-4-formyl-γ-butyrolactone
106391-74-6

(2S,4R)-2-(tert-butoxycarbonyl)amino-4-formyl-γ-butyrolactone

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature
2: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h
3: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C
View Scheme
(2S,4S)-2-(tert-butoxycarbonyl)amino-3,4-epoxypentanoic acid methyl ester
104241-31-8

(2S,4S)-2-(tert-butoxycarbonyl)amino-3,4-epoxypentanoic acid methyl ester

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1) 0.5 N NaOH, 2) dl-10-camphorsulfonic acid / 1) THF, 0 deg C, 14 h, 2) CH2Cl2, RT, 20 h
2: 1) (COCl)2, DMSO, 2) NEt3 / 1a) CH2Cl2, -78 deg C, 15 min, 1b) -45 deg C, 1 h, 2a) -45 deg C, 20 min, 2b) 0 deg C, 15 min
3: 78 percent / p-TsOH*H2O / 14 h / Ambient temperature
4: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h
5: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C
View Scheme
(4R)-N-(tert-butoxycarbonyl)-4-hydroxy-5-methoxyproline methyl ester

(4R)-N-(tert-butoxycarbonyl)-4-hydroxy-5-methoxyproline methyl ester

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) 60percent HOAc, 2) NaBH3CN, HOAc / 1) RT, 3 d, 2) EtOH, RT, 1 h
2: 0.5 N NaOH / tetrahydrofuran / 19 h / 0 °C
View Scheme
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
121795-00-4

(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In methanol
(R)-1-benzyloxypent-4-en-2-ol
58931-16-1, 88981-35-5, 110339-28-1

(R)-1-benzyloxypent-4-en-2-ol

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: di-isopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 12 h / -20 °C
2: hydrazine / ethanol / 6 h / Heating
3: Et3N / CH2Cl2
4: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C
5: Et3N / CH2Cl2
6: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
7: K2CO3 / methanol
View Scheme
(S)-1-(benzyloxy)pent-4-en-2-amine
121794-95-4

(S)-1-(benzyloxy)pent-4-en-2-amine

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Et3N / CH2Cl2
2: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C
3: Et3N / CH2Cl2
4: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
5: K2CO3 / methanol
View Scheme
N-((S)-1-Benzyloxymethyl-but-3-enyl)-benzamide
121794-96-5

N-((S)-1-Benzyloxymethyl-but-3-enyl)-benzamide

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C
2: Et3N / CH2Cl2
3: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
4: K2CO3 / methanol
View Scheme
O-benzyl-(2S,4R)-4-benzoyloxyprolinol
121794-97-6

O-benzyl-(2S,4R)-4-benzoyloxyprolinol

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / CH2Cl2
2: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
3: K2CO3 / methanol
View Scheme
2-((S)-1-Benzyloxymethyl-but-3-enyl)-isoindole-1,3-dione
121794-94-3

2-((S)-1-Benzyloxymethyl-but-3-enyl)-isoindole-1,3-dione

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: hydrazine / ethanol / 6 h / Heating
2: Et3N / CH2Cl2
3: 78 percent / I2 / tetrahydrofuran; H2O / 6 h / 20 °C
4: Et3N / CH2Cl2
5: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
6: K2CO3 / methanol
View Scheme
(2S,4R)-4-Benzoyloxy-2-benzyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
121794-98-7

(2S,4R)-4-Benzoyloxy-2-benzyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: RuCl3*H2O, NaIO4, / CCl4; acetonitrile; H2O / 1 h / Ambient temperature
2: K2CO3 / methanol
View Scheme
4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

BocON

BocON

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With triethylamine
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
74844-91-0

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

Conditions
ConditionsYield
In methanol100%
In methanol; diethyl ether100%
In tetrahydrofuran96%
benzyl bromide
100-39-0

benzyl bromide

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
40350-83-2, 54631-82-2, 54631-81-1

(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 6h; Inert atmosphere; chemoselective reaction;
100%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; mineral oil Inert atmosphere;
90%
With sodium hydride; 18-crown-6 ether 1.) THF, 0 degC, 1 h, and 30 min, RT, 2.) 0 degC, 1 h and 50 degC, overnight, THF; Yield given. Multistep reaction;
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

N-methyl-N-(phenylmethyl)-L-phenylalaninamide hydrochloride
126090-32-2

N-methyl-N-(phenylmethyl)-L-phenylalaninamide hydrochloride

Boc-(2S,4R)Hyp-Phe-NMeBzl
131949-55-8

Boc-(2S,4R)Hyp-Phe-NMeBzl

Conditions
ConditionsYield
With benzotriazol-1-ol In dichloromethane Ambient temperature;100%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

tert-butyl (2S,4R)-2-(aminocarbonyl)-4-hydroxypyrrolidine-1-carboxylate
109384-24-9

tert-butyl (2S,4R)-2-(aminocarbonyl)-4-hydroxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 6h;
Stage #2: With ammonium hydroxide In acetonitrile at 0 - 20℃; for 1.5h;
100%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.166667h; Inert atmosphere;
Stage #2: With ammonia In tetrahydrofuran; water at -15 - 5℃; for 2h;
86%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -10℃; for 1h;
Stage #2: With ammonia In tetrahydrofuran; water at -5 - 20℃; for 2h;
59%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃;
Stage #2: With ammonium hydroxide In acetonitrile
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With ammonium chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
74844-91-0

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

Conditions
ConditionsYield
In methanol at 0℃; for 1h;100%
In methanol; hexane; benzene at 20℃; for 1h;
In tetrahydrofuran; methanol; toluene at -78 - 23℃; for 0.166667h; Inert atmosphere;
7-chloro-5-pyridin-2-ylthieno[3,2-b]pyridine
884538-46-9

7-chloro-5-pyridin-2-ylthieno[3,2-b]pyridine

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-1-(tert-butoxycarbonyl)-4-(5-(pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)pyrrolidine-2-carboxylic acid
884538-47-0

(2S,4R)-1-(tert-butoxycarbonyl)-4-(5-(pyridin-2-yl)thieno[3,2-b]pyridin-7-yloxy)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 70h;100%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide for 2h;
Stage #2: 7-chloro-5-pyridin-2-ylthieno[3,2-b]pyridine In dimethyl sulfoxide at 30℃; for 90h;
Stage #3: With hydrogenchloride In water pH=4.5;
57%
1-chloro-6-methoxyisoquinoline
132997-77-4

1-chloro-6-methoxyisoquinoline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-1-(tert-butoxycarbonyl)-4-((6-methoxyisoquinolin-1-yl)oxy)pyrrolidine-2-carboxylic acid
630421-67-9

(2S,4R)-1-(tert-butoxycarbonyl)-4-((6-methoxyisoquinolin-1-yl)oxy)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 2h;
Stage #2: 1-chloro-6-methoxyisoquinoline In dimethyl sulfoxide at 20℃; for 12h;
100%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: 1-chloro-6-methoxyisoquinoline In dimethyl sulfoxide at 20℃; for 12h;
99%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 10 - 20℃; for 0.5h;
Stage #2: 1-chloro-6-methoxyisoquinoline In dimethyl sulfoxide at 20℃; for 12h;
99%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

allyl bromide
106-95-6

allyl bromide

(2S,4R)-4-(but-3-en-1-yloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
93962-39-1

(2S,4R)-4-(but-3-en-1-yloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere;
Stage #2: allyl bromide In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 6h; Inert atmosphere; chemoselective reaction;
100%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid; allyl bromide With sodium hydride In N,N-dimethyl-formamide at -25 - 20℃;
Stage #2: With sodium hydroxide In methanol at 0 - 20℃;
67%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydroxide In tetrahydrofuran; mineral oil at 20℃; for 1h; Inert atmosphere;
Stage #2: allyl bromide With 18-crown-6 ether In tetrahydrofuran; mineral oil at 20 - 50℃;
1,3-dichloroisoquinoline
7742-73-6

1,3-dichloroisoquinoline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

C19H21ClN2O5
630425-54-6

C19H21ClN2O5

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.5h;
Stage #2: 1,3-dichloroisoquinoline In DMF (N,N-dimethyl-formamide) at 20℃; for 12h;
99.8%
1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine
1448189-30-7

1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate
1448191-54-5

tert‐butyl (2S,4R)‐4‐hydroxy‐2‐({[4‐(4‐methyl‐1,3‐thiazol‐5‐yl)phenyl]methyl}carbamoyl)pyrrolidine‐1‐carboxylate

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With triethylamine In N,N-dimethyl-formamide at 0℃; for 0.0833333h;
Stage #2: 1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine In N,N-dimethyl-formamide at 20℃;
99.49%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide for 15h;98%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 15h;98%
1-ethyl-cyclopropane-sulfonic acid [1(R)-amino-2(S)-vinyl-cyclopropanecarbonyl]-amide hydrochloride
853269-47-3

1-ethyl-cyclopropane-sulfonic acid [1(R)-amino-2(S)-vinyl-cyclopropanecarbonyl]-amide hydrochloride

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

2(S)-[1(R)-(1-ethyl-cyclopropanesulfonylaminocarbonyl)-2(S)-vinyl-cyclopropylcarbamoyl]-4(R)-hydroxy-N-Boc-pyrrolidone
853269-48-4

2(S)-[1(R)-(1-ethyl-cyclopropanesulfonylaminocarbonyl)-2(S)-vinyl-cyclopropylcarbamoyl]-4(R)-hydroxy-N-Boc-pyrrolidone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 1h;99%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

1-bromo-3-phenylprop-2-yne
1794-48-5

1-bromo-3-phenylprop-2-yne

C19H23NO5
872496-90-7

C19H23NO5

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride at 20℃; for 1h;
Stage #2: 1-bromo-3-phenylprop-2-yne for 16h; Heating / reflux;
99%
methanol
67-56-1

methanol

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

L-4-hydroxyproline methyl ester hydrochloride
40216-83-9

L-4-hydroxyproline methyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 12h;99%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

C17H22BrNO5
1374041-49-2

C17H22BrNO5

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 0 - 20℃;99%
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 0 - 20℃;99%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

(2S,4R)-2-(Benzyl-methyl-carbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
330583-66-9

(2S,4R)-2-(Benzyl-methyl-carbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 6h;98%
4-chloro-7-methoxy-2-phenylquinoline
189816-05-5

4-chloro-7-methoxy-2-phenylquinoline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-1-(tert-butoxycarbonyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-2-carboxylic acid
259214-37-4

(2S,4R)-1-(tert-butoxycarbonyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 1.5h;
Stage #2: 4-chloro-7-methoxy-2-phenylquinoline In dimethyl sulfoxide for 25h;
98%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 1.5h;
Stage #2: 4-chloro-7-methoxy-2-phenylquinoline In dimethyl sulfoxide for 25h;
98%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 1.5h;
Stage #2: 4-chloro-7-methoxy-2-phenylquinoline In dimethyl sulfoxide for 24h;
Stage #3: pH=4.6; Acidic aqueous solution;
98%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

methyl iodide
74-88-4

methyl iodide

(2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-methylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
1374161-77-9

(2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-methylpyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid; methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 5h;
Stage #2: tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 2h;
98%
1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine
1448189-30-7

1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methaneamine

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-tert-butyl 4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidine-1-carboxylate

(2S,4R)-tert-butyl 4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.0833333h;
Stage #2: [4-(4-methyl-1,3-thiazol-5-yl)phenyl]methanamine In N,N-dimethyl-formamide for 15h;
98%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

2’-methyl-2’-propanyl (1S,4S)-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate
87250-97-3, 113775-22-7

2’-methyl-2’-propanyl (1S,4S)-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h; Mitsunobu reaction;97%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 20h; Mitsunobu Displacement; Inert atmosphere;87%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran82%
(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate
746657-36-3

(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate
862119-82-2

(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃;97%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃;96%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃;96%
(1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester tosylate salt
1159609-95-6

(1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester tosylate salt

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate
862119-82-2

(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; for 4.5h;97%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃;89%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

trans-4-tert-butyldiphenylsiloxy-N-Boc-L-proline carboxylic acid
1357471-22-7

trans-4-tert-butyldiphenylsiloxy-N-Boc-L-proline carboxylic acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 4h; Reflux;97%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate
61478-26-0

tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With borane-THF In tetrahydrofuran at 0 - 20℃; for 4.25h;
Stage #2: With methanol In tetrahydrofuran at 20℃; for 62h;
96%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With borane-THF In tetrahydrofuran at 0 - 20℃; for 4.25h;
Stage #2: With methanol In tetrahydrofuran at 0 - 20℃; for 62h;
96%
With borane-THF at 0℃; for 1h; Inert atmosphere;96%
1-chloroisoquinoline
19493-44-8

1-chloroisoquinoline

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

4-(isoquinoline-1-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
630421-77-1

4-(isoquinoline-1-yloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

Conditions
ConditionsYield
Stage #1: 1-chloroisoquinoline; (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 0 - 20℃; for 25.7167h;
Stage #2:
Stage #3: With hydrogenchloride In water
96%
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With potassium tert-butylate In dimethyl sulfoxide at 10 - 20℃; for 0.5h;
Stage #2: 1-chloroisoquinoline In dimethyl sulfoxide at 20℃; for 12h;
Stage #3: With citric acid In water; dimethyl sulfoxide at 0℃; Product distribution / selectivity;
92%
ethyl (1R,2S)-1-amino-2-vinylcyclopropanecarboxylate hydrochloride

ethyl (1R,2S)-1-amino-2-vinylcyclopropanecarboxylate hydrochloride

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate
862119-82-2

(2S,4R)-tert-butyl 2-((1R,2S)-1-(ethoxycarbonyl)-2-vinylcyclopropylcarbamoyl)-4-hydroxypyrrolidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; Product distribution / selectivity;96%
With 4-methyl-morpholine; HATU In dichloromethane at 20℃; for 18h;94%
With 4-methyl-morpholine; HATU In dichloromethane at 20℃; for 18h;94%
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

1-iodo-propane
107-08-4

1-iodo-propane

(2S,4R)-1-(tert-butoxycarbonyl)-4-propoxypyrrolidine-2-carboxylic acid
146129-07-9

(2S,4R)-1-(tert-butoxycarbonyl)-4-propoxypyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere;
Stage #2: 1-iodo-propane In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 24h; Inert atmosphere; chemoselective reaction;
96%
1-(bromomethyl)-4-vinylbenzene
13368-25-7

1-(bromomethyl)-4-vinylbenzene

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
13726-69-7

(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

(2S,4R)-1-(tert-butoxycarbonyl)-4-((4-vinylbenzyl)oxy)pyrrolidine-2-carboxylic acid

(2S,4R)-1-(tert-butoxycarbonyl)-4-((4-vinylbenzyl)oxy)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid With sodium hydride In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 0℃; Inert atmosphere;
Stage #2: 1-(bromomethyl)-4-vinylbenzene In tetrahydrofuran; dimethyl sulfoxide; mineral oil at -20 - 25℃; for 24h; Inert atmosphere; chemoselective reaction;
96%

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