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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

(2R,3R)-3-((S)-1-(TERT-BUTOXYCARBONYL)PYRROLIDIN-2-YL)-3-METHOXY-2-METHYLPROPANOIC ACID

Cas:120205-50-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off-white Solid 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

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Cas:120205-50-7

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

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

(2R,3R)-3-[(S)-1-(tert-Butoxycarbonyl)-pyrrolidin-2-yl]-3-methoxy-2-methylpropanoic acid

Cas:120205-50-7

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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

Professional ManufacturerCAS 120205-50-7 with fast shipping

Cas:120205-50-7

Min.Order:10 Gram

FOB Price: $146.0 / 176.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

N-Boc-(2R,3R,4S)-dolaproine CAS:120205-50-7 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 high quality orga

N-Boc-(2R,3R,4S)-dolaproine CAS:120205-50-7

Cas:120205-50-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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

2-Pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-b-methoxy-a-methyl-, (aR,bR,2S)-

Cas:120205-50-7

Min.Order:1 Kilogram

Negotiable

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

2-Pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-b-methoxy-a-methyl-, (aR,bR,2S)-

Cas:120205-50-7

Min.Order:0

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

2-Pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-b-methoxy-a-methyl-, (aR,bR,2S)-

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Send Pharmaceutical Technology Co., Ltd.

low price high quality high purity good sevice stock Appearance:white Storage:Preserve In Well-Closed, Light-Resistant and Tight Containers. Store In Cool & Dry Place Package:1g,5g,10g...1kg,5kg...more Application:Pharmaceutical intermediat

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Cas:120205-50-7

Min.Order:1 Gram

Negotiable

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

cas:120205-50-7

Cas:120205-50-7

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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,

N-Boc-(2R,3R,4S)-dolaproine

Cas:120205-50-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

(2R,3R)-BOC-dolaproine

Cas:120205-50-7

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

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

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

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Cas:120205-50-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

120205-50-7 CAS NO.120205-50-7

Cas:120205-50-7

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

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

N-Boc-(2R,3R,4S)-dolaproine

Cas:120205-50-7

Min.Order:100 Gram

Negotiable

Type:Manufacturers

inquiry

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

Win-Win chemical Co.Ltd

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

Suzhou Sibian Chemical Technology Co., Ltd

The process is mature and can be mass produced to 100 kg, with good quality and purity up to 99%.The product has a large stock and can be supplied stably. Package:bottle Application:Drug R&D Transportation:Sealed drying(25℃) Port:ShangHai

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Cas:120205-50-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Acmec N-Boc-dolaproine 1g

Cas:120205-50-7

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

2-Pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-b-methoxy-a-methyl-, (aR,bR,2S)-

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

2-Pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-b-methoxy-a-methyl-, (aR,bR,2S)-

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Guangdong Juda Chemical Industrial Co.,Limited

Factory supply high purity low priceAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

N-Boc-(2R,3R,4S)-dolaproine CAS No.120205-50-7

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Changchun Artel lmport and Export trade company

Supply top quality products with a reasonable price Application:api

120205-50-7

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acidAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Jade New Material Technology CO.,Ltd

Application:thermoplastic elastomers, unsaturated polyesters, acrylics

N-Boc-(2R,3R,4S)-dolaproine

Cas:120205-50-7

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

inquiry

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

120205-50-7

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

((2R,3R)-3-((S)-1-(tertbutoxycarbonyl)pyrrolidin-2-yl)-3-Methoxy-2-Methylpropanoic acid

Cas:120205-50-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

Synthetic route

(S)-t-butyl 2-((1R,2R)-1-methoxy-2-methyl-3-oxo-3-((R)-2-oxo-4-phenyloxazolidin-3-yl)propyl)pyrrolidine-1-carboxylate

(S)-t-butyl 2-((1R,2R)-1-methoxy-2-methyl-3-oxo-3-((R)-2-oxo-4-phenyloxazolidin-3-yl)propyl)pyrrolidine-1-carboxylate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Stage #1: (S)-t-butyl 2-((1R,2R)-1-methoxy-2-methyl-3-oxo-3-((R)-2-oxo-4-phenyloxazolidin-3-yl)propyl)pyrrolidine-1-carboxylate With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran at 0℃; for 3h;
Stage #2: With sodium sulfite In tetrahydrofuran at 20 - 25℃; for 16h;
99%
(4R,5S,2'R,3'R,2"S)-3-[3'-(N-tert-butoxycarbonyl-2"-pyrrolidinyl)-3'-methoxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone
180715-99-5

(4R,5S,2'R,3'R,2"S)-3-[3'-(N-tert-butoxycarbonyl-2"-pyrrolidinyl)-3'-methoxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Stage #1: (4R,5S,2'R,3'R,2"S)-3-[3'-(N-tert-butoxycarbonyl-2"-pyrrolidinyl)-3'-methoxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone With dihydrogen peroxide In tetrahydrofuran; water at 0℃; for 0.0833333h;
Stage #2: With water; lithium hydroxide In tetrahydrofuran at 0℃; for 3h;
98%
With dihydrogen peroxide; lithium hydroxide In tetrahydrofuran; water at 0℃; for 3h;98%
Stage #1: (4R,5S,2'R,3'R,2"S)-3-[3'-(N-tert-butoxycarbonyl-2"-pyrrolidinyl)-3'-methoxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone With dihydrogen peroxide In tetrahydrofuran; water at 0℃; for 0.0833333h;
Stage #2: With lithium hydroxide In tetrahydrofuran; water at 0℃; for 3h;
98%
<2S-<2R*<(R*),α(S*),β(S*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester
133164-07-5

<2S-<2R*<(R*),α(S*),β(S*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 12h; Ambient temperature;94%
ethyl (2R,3R,4S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-methoxy-2-methyl-propanoate
135383-59-4

ethyl (2R,3R,4S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-methoxy-2-methyl-propanoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With lithium hydroxide In ethanol91%
With lithium hydroxide In ethanol; water at 20℃;59%
With lithium hydroxide In ethanol at 20℃;59%
(2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid
133565-38-5

(2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid

methyl iodide
74-88-4

methyl iodide

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Stage #1: (2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: methyl iodide In tetrahydrofuran at 0℃;
91%
With sodium hydride In tetrahydrofuran at 0℃; for 18h;89%
Stage #1: (2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid; methyl iodide With sodium hydride In tetrahydrofuran at -5 - 0℃; for 75h;
Stage #2: With potassium hydrogensulfate In water pH=2;
72%
C24H34N2O6

C24H34N2O6

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Stage #1: C24H34N2O6 With lithium hydroxide monohydrate; dihydrogen peroxide In tetrahydrofuran for 4h;
Stage #2: With sodium thiosulfate In tetrahydrofuran
91%
tert-butyl (2S)-2-((1R,2R)-1,3-dimethoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate
179039-97-5

tert-butyl (2S)-2-((1R,2R)-1,3-dimethoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water at 20℃; for 16h;86%
(2S,1'R,2'S)-N-(tert-butoxycarbonyl)-2-(1'-methoxy-2'-methyl-3'-butenyl)-pyrrolidine
159173-43-0

(2S,1'R,2'S)-N-(tert-butoxycarbonyl)-2-(1'-methoxy-2'-methyl-3'-butenyl)-pyrrolidine

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In tetrachloromethane; water; acetonitrile for 48h;81%
With ruthenium(IV) oxide; sodium periodate In tetrachloromethane; acetonitrile at 20℃; for 72h;75%
Multi-step reaction with 2 steps
1: NaIO4, 60 percent aq. RuO2 / acetonitrile; CCl4 / 6 h
2: 1 M KMnO4 / 2-methyl-propan-2-ol / 0.25 h
View Scheme
Stage #1: (2S,1'R,2'S)-N-(tert-butoxycarbonyl)-2-(1'-methoxy-2'-methyl-3'-butenyl)-pyrrolidine With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; tert-butyl alcohol for 12h;
Stage #2: With sodium periodate; sodium permanganate In water; acetonitrile at 0 - 5℃; for 4h;
Multi-step reaction with 2 steps
1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 6 h / 20 °C
2: sodium periodate; potassium permanganate / water / 6 h / 0 °C
View Scheme
(2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid
133565-38-5

(2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid

A

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

B

(R)-2-((1R,7aS)-3-Oxo-tetrahydro-pyrrolo[1,2-c]oxazol-1-yl)-propionic acid

(R)-2-((1R,7aS)-3-Oxo-tetrahydro-pyrrolo[1,2-c]oxazol-1-yl)-propionic acid

C

[L-(trans)]-N-(t-butoxycarbonyl)-2-[2'-carboxy-2'-methyl-1'-ethenyl]pyrrolidine
179040-16-5

[L-(trans)]-N-(t-butoxycarbonyl)-2-[2'-carboxy-2'-methyl-1'-ethenyl]pyrrolidine

Conditions
ConditionsYield
With sodium hydride; methyl iodide In tetrahydrofuran at 0℃; for 48h;A 76%
B 5.3%
C 5.6%
(2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid
133565-38-5

(2R,3R)-3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]-3-hydroxy-2-methylpropanoic acid

methyl iodide
74-88-4

methyl iodide

A

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

B

(R)-2-((1R,7aS)-3-Oxo-tetrahydro-pyrrolo[1,2-c]oxazol-1-yl)-propionic acid

(R)-2-((1R,7aS)-3-Oxo-tetrahydro-pyrrolo[1,2-c]oxazol-1-yl)-propionic acid

C

[L-(trans)]-N-(t-butoxycarbonyl)-2-[2'-carboxy-2'-methyl-1'-ethenyl]pyrrolidine
179040-16-5

[L-(trans)]-N-(t-butoxycarbonyl)-2-[2'-carboxy-2'-methyl-1'-ethenyl]pyrrolidine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 48h;A 76%
B 5.3%
C 5.6%
(S)-2-[(1R,2R)-1-Methoxy-2-((S)-1,2,2-triphenyl-ethoxycarbonyl)-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
120294-47-5

(S)-2-[(1R,2R)-1-Methoxy-2-((S)-1,2,2-triphenyl-ethoxycarbonyl)-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal
(S)-2-((1R,2R)-1-Methoxy-2-methyl-3-oxo-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-2-((1R,2R)-1-Methoxy-2-methyl-3-oxo-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With potassium permanganate In tert-butyl alcohol for 0.25h; Yield given;
With sodium chlorite; sodium dihydrogenphosphate dihydrate In tert-butyl alcohol at 20℃; for 8h;472 mg
benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-methoxy-2-methylpropanoate
149606-97-3

benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-methoxy-2-methylpropanoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; tert-butyl alcohol
ethyl (2R,3R,4S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate
135383-58-3

ethyl (2R,3R,4S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 45 percent / LHMDS; HMPA / tetrahydrofuran / 0.25 h / -20 °C
2: 59 percent / LiOH*H2O / ethanol; H2O / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 1) LHMDS / 1) THF, HMPA
2: 91 percent / aq.LiOH / ethanol
View Scheme
Boc-L-Pro-H
69610-41-9

Boc-L-Pro-H

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: DABCO / CH2Cl2 / 120 h / 20 °C / ultrasound
2: H2 / Pd/C / ethyl acetate / 20 °C
3: 70 percent / proton sponge / CH2Cl2 / 18 h / 20 °C
4: 86 percent / LiOH / tetrahydrofuran; H2O / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 70 percent / Co[P(Ph)3]4 / tetrahydrofuran / 2 h / 0 °C
2.1: 86 percent / 4 Angstroem molecular sieves; proton sponge / CH2Cl2 / 48 h / 20 °C
3.1: aq. H2O2; LiOH*H2O / tetrahydrofuran / 3 h / 0 °C
3.2: 94 percent / sodium sulfite / tetrahydrofuran / 18 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: 1.) Et3N, (Bu)2BOTf, 2.) phosphate buffer, 30percent aq. H2O2
2: 1.) aq. H2O2, LiOH, 2.) aq. Na2SO3 / 1.) THF, 3 deg C, 5 h, 2.) THF, 25 deg C, 16 h
3: 76 percent / NaH, MeI / tetrahydrofuran / 48 h / 0 °C
View Scheme
(S)-2-((1R,2R)-1-Hydroxy-2-methoxycarbonyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
164456-57-9

(S)-2-((1R,2R)-1-Hydroxy-2-methoxycarbonyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / proton sponge / CH2Cl2 / 18 h / 20 °C
2: 86 percent / LiOH / tetrahydrofuran; H2O / 16 h / 20 °C
View Scheme
tert-butyl 2-(2-(methoxycarbonyl)-1-hydroxyallyl)pyrrolidine-1-carboxylate
602325-71-3

tert-butyl 2-(2-(methoxycarbonyl)-1-hydroxyallyl)pyrrolidine-1-carboxylate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2 / Pd/C / ethyl acetate / 20 °C
2: 70 percent / proton sponge / CH2Cl2 / 18 h / 20 °C
3: 86 percent / LiOH / tetrahydrofuran; H2O / 16 h / 20 °C
View Scheme
(4R,5S,2'R,3'R,2"S)-3-[3'-(N-tert-butoxycarbonyl-2"-pyrrolidinyl)-3"-hydroxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone
133645-51-9

(4R,5S,2'R,3'R,2"S)-3-[3'-(N-tert-butoxycarbonyl-2"-pyrrolidinyl)-3"-hydroxy-2'-methylpropanoyl]-4-methyl-5-phenyl-2-oxazolidinone

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 86 percent / 4 Angstroem molecular sieves; proton sponge / CH2Cl2 / 48 h / 20 °C
2.1: aq. H2O2; LiOH*H2O / tetrahydrofuran / 3 h / 0 °C
2.2: 94 percent / sodium sulfite / tetrahydrofuran / 18 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 1.) aq. H2O2, LiOH, 2.) aq. Na2SO3 / 1.) THF, 3 deg C, 5 h, 2.) THF, 25 deg C, 16 h
2: 76 percent / NaH, MeI / tetrahydrofuran / 48 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 83 percent / molecular sieves 4A, proton sponge / CH2Cl2 / 48 h / 0 - 20 °C
2: 1.) aq. H2O2, LiOH, 2.) aq. Na2SO3 / 1.) THF, 0 deg C, 3 h, 2.) THF, RT, 12 h
View Scheme
benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate
163768-51-2

benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 41 percent / BF3*OEt2 / CH2Cl2
2: H2 / 5percent Pd/C / 2-methyl-propan-2-ol; H2O
View Scheme
Multi-step reaction with 2 steps
1: 94 percent / NaH / dimethylformamide / 0.5 h / 0 °C
2: H2 / 5percent Pd/C / 2-methyl-propan-2-ol; H2O
View Scheme
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h
2: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
3: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
4: 62 percent / BF3*Et2O / CH2Cl2 / 1 h / -78 °C
5: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
6: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h
2: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
3: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
4: 63 percent / proton sponge / CH2Cl2 / 46 h / Ambient temperature
5: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
6: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 6 steps
1: 82 percent / BOP, DIEA / CH2Cl2
2: 89 percent / AlLiH4 / tetrahydrofuran / 1 h / Ambient temperature
3: 72 percent / tetrahydrofuran / 3 h / Ambient temperature
4: 90 percent / NaH / dimethylformamide / 24 h / Ambient temperature
5: NaIO4, 60 percent aq. RuO2 / acetonitrile; CCl4 / 6 h
6: 1 M KMnO4 / 2-methyl-propan-2-ol / 0.25 h
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 95 percent / Et3N / CH2Cl2 / 2.5 h / 0 °C
2: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h
3: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
4: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
5: 62 percent / BF3*Et2O / CH2Cl2 / 1 h / -78 °C
6: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
7: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 7 steps
1: 95 percent / Et3N / CH2Cl2 / 2.5 h / 0 °C
2: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h
3: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
4: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
5: 63 percent / proton sponge / CH2Cl2 / 46 h / Ambient temperature
6: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
7: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
N-(tert-butoxycarbonyl)-L-prolinol
69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
2: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
3: 62 percent / BF3*Et2O / CH2Cl2 / 1 h / -78 °C
4: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
5: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
2: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
3: 63 percent / proton sponge / CH2Cl2 / 46 h / Ambient temperature
4: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
5: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine; dimethyl sulfoxide / 0.25 h / 5 - 10 °C
1.2: 2 h / 0 °C
2.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.75 h / 0 °C
2.2: 3 h / -78 - 25 °C
2.3: 1 h / 0 °C
3.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 48 h / 0 - 25 °C / Molecular sieve
4.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran / 3 h / 0 °C
4.2: 16 h / 20 - 25 °C
View Scheme
<2S-<2R*<(R*),α(R*),β(S*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-hydroxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester
133120-83-9

<2S-<2R*<(R*),α(R*),β(S*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-hydroxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 62 percent / BF3*Et2O / CH2Cl2 / 1 h / -78 °C
2: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
3: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 63 percent / proton sponge / CH2Cl2 / 46 h / Ambient temperature
2: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
3: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
<2S-<2R*<(R*),α(R*),β(S*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester
133120-84-0

<2S-<2R*<(R*),α(R*),β(S*)>>>-1-<(1,1-Dimethylethoxy)carbonyl>-β-methoxy-α-methyl-2-pyrrolidinepropanoic acid 2-hydroxy-1,2,2-triphenylethyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
2: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
L-proline
147-85-3

L-proline

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 95 percent / Et3N / CH2Cl2 / 2.5 h / 0 °C
2: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h
3: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
4: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
5: 62 percent / BF3*Et2O / CH2Cl2 / 1 h / -78 °C
6: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
7: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
Multi-step reaction with 7 steps
1: 95 percent / Et3N / CH2Cl2 / 2.5 h / 0 °C
2: 76 percent / B2H6*THF / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) r.t., 1 h
3: 87 percent / SO3*pyridine, Et3N / dimethylsulfoxide / 2.5 h / 7 - 8 °C
4: 1.) i-Pr2N, n-BuLi, MgBr2*Et2O / 1.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h; -78 deg C, 1 h, 2.) THF, -95 deg C, 2 h
5: 63 percent / proton sponge / CH2Cl2 / 46 h / Ambient temperature
6: 57 percent / potassium tert-butoxide / tetrahydrofuran / 0.08 h / -20 - -15 °C
7: 94 percent / H2 / 10percent Pd/C / methanol / 12 h / Ambient temperature
View Scheme
tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate
115186-37-3

tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 89 percent / AlLiH4 / tetrahydrofuran / 1 h / Ambient temperature
2: 72 percent / tetrahydrofuran / 3 h / Ambient temperature
3: 90 percent / NaH / dimethylformamide / 24 h / Ambient temperature
4: NaIO4, 60 percent aq. RuO2 / acetonitrile; CCl4 / 6 h
5: 1 M KMnO4 / 2-methyl-propan-2-ol / 0.25 h
View Scheme
(2S,1'R,2'S)-N-(tert-butoxycarbonyl)-2-(1'-hydroxy-2'-methyl-3'-butenyl)-pyrrolidine
159173-40-7

(2S,1'R,2'S)-N-(tert-butoxycarbonyl)-2-(1'-hydroxy-2'-methyl-3'-butenyl)-pyrrolidine

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 90 percent / NaH / dimethylformamide / 24 h / Ambient temperature
2: NaIO4, 60 percent aq. RuO2 / acetonitrile; CCl4 / 6 h
3: 1 M KMnO4 / 2-methyl-propan-2-ol / 0.25 h
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / mineral oil; hexane; N,N-dimethyl-formamide / 2 h / 0 - 5 °C
2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; tert-butyl alcohol / 12 h
2.2: 4 h / 0 - 5 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 3.67 h / 0 - 20 °C / Inert atmosphere
2: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 6 h / 20 °C
3: sodium periodate; potassium permanganate / water / 6 h / 0 °C
View Scheme
(S)-2-[(1R,2S)-1-Hydroxy-2-((S)-1,2,2-triphenyl-ethoxycarbonyl)-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
120205-60-9

(S)-2-[(1R,2S)-1-Hydroxy-2-((S)-1,2,2-triphenyl-ethoxycarbonyl)-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: BF3*Et2O
2: 57 percent / potassium tert-butoxide / tetrahydrofuran / -20 °C
3: H2 / Pd/C
View Scheme
(S)-2-[(1R,2S)-1-Methoxy-2-((S)-1,2,2-triphenyl-ethoxycarbonyl)-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
120205-61-0, 120294-47-5

(S)-2-[(1R,2S)-1-Methoxy-2-((S)-1,2,2-triphenyl-ethoxycarbonyl)-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 57 percent / potassium tert-butoxide / tetrahydrofuran / -20 °C
2: H2 / Pd/C
View Scheme
(S)-tert-butyl 2-((R)-3-ethoxy-1-hydroxy-3-oxopropyl)pyrrolidine-1-carboxylate
108142-95-6

(S)-tert-butyl 2-((R)-3-ethoxy-1-hydroxy-3-oxopropyl)pyrrolidine-1-carboxylate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1) LDA / 1) THF, HMPA, -78 deg C, 2) -78 deg C to -20 deg C, 2.5 h
2: 1) LDA, 2) MeOH / 1) THF, -20 deg C, 1 h, 2) -78 deg C
3: 1) LHMDS / 1) THF, HMPA
4: 91 percent / aq.LiOH / ethanol
View Scheme
(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethan-1-amine
130199-65-4

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethan-1-amine

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate
120205-54-1

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 75h;100%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide 1) 0 deg C, 2 h, 2) RT;98%
With triethylamine; diethyl dicarbonate In N,N-dimethyl-formamide97.5%
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;81%
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;81%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

tert-butyl (2S)-2-((1R,2R)-1,3-dimethoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate
179039-97-5

tert-butyl (2S)-2-((1R,2R)-1,3-dimethoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
In methanol; diethyl ether; hexane at 0 - 20℃; for 0.166667h;100%
methanol
67-56-1

methanol

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(2R,3R)-3-methoxy-2-methyl-3-((S)-pyrrolidin-2-yl)propanoic acid methyl ester
179040-04-1

(2R,3R)-3-methoxy-2-methyl-3-((S)-pyrrolidin-2-yl)propanoic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
With thionyl chloride at 0 - 20℃;44 mg
ethanol
64-17-5

ethanol

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

ethyl (2R,3R)-3-methoxy-2-methyl-3-((S)-pyrrolidin-2-yl)propanoate hydrochloride

ethyl (2R,3R)-3-methoxy-2-methyl-3-((S)-pyrrolidin-2-yl)propanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 18h;100%
With thionyl chloride at 0 - 20℃; for 18h;100%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(2R,3R)-3-methoxy-2-methyl-3-((S)-pyrrolidin-2-yl)propanoic acid methyl ester
179040-04-1

(2R,3R)-3-methoxy-2-methyl-3-((S)-pyrrolidin-2-yl)propanoic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride In methanol at 20℃;100%
(1S,2R)-(+)-norphedrine
37577-28-9

(1S,2R)-(+)-norphedrine

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

tert-butyl (2S)-2-[(1R,2R)-3-{[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidine-1-carboxylate
160800-65-7

tert-butyl (2S)-2-[(1R,2R)-3-{[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 6h; Inert atmosphere;98%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 6h; Inert atmosphere;98%
With diethyl cyanophosphonate; triethylamine at 0 - 20℃; for 6h; Inert atmosphere;98%
(S)-methyl 4-amino-2-methyl-5-phenylpent-2-enoate

(S)-methyl 4-amino-2-methyl-5-phenylpent-2-enoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

C27H40N2O6

C27H40N2O6

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;98%
(1S,2R)-(+)-norphedrine
37577-28-9

(1S,2R)-(+)-norphedrine

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

tert-butyl (S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

tert-butyl (S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 6h; Inert atmosphere;98%
C12H15NO2

C12H15NO2

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

C26H38N2O6

C26H38N2O6

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;95%
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N,2-dimethylalanyl-N-[(3R,4S,5S)-3-methoxy-5-methyl-1-oxo-1-(pentafluorophenoxy)heptan-4-yl]-N-methyl-L-valinamide

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N,2-dimethylalanyl-N-[(3R,4S,5S)-3-methoxy-5-methyl-1-oxo-1-(pentafluorophenoxy)heptan-4-yl]-N-methyl-L-valinamide

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N,2-dimethylalanyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-2-carboxy-1-methoxypropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N,2-dimethylalanyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-2-carboxy-1-methoxypropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

Conditions
ConditionsYield
Stage #1: N-Boc-(2R,3R,4S)-dolaproine With hydrogenchloride at 20℃; for 6h;
Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N,2-dimethylalanyl-N-[(3R,4S,5S)-3-methoxy-5-methyl-1-oxo-1-(pentafluorophenoxy)heptan-4-yl]-N-methyl-L-valinamide With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;
92%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-tert-butyl 2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate
161485-82-1

(S)-tert-butyl 2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 5.5h; Inert atmosphere;90%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;83%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;83%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-2-(benzyloxy)-1-hydroxy-3-phenylpropane
123394-79-6

(S)-2-(benzyloxy)-1-hydroxy-3-phenylpropane

(S)-2-[(1R,2R)-2-((S)-2-Benzyloxy-3-phenyl-propoxycarbonyl)-1-methoxy-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-2-[(1R,2R)-2-((S)-2-Benzyloxy-3-phenyl-propoxycarbonyl)-1-methoxy-propyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 12h;86%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-phenyl-propan-2-ol
173180-05-7

(S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-phenyl-propan-2-ol

(S)-2-{(1R,2R)-2-[(S)-1-Benzyl-2-(tert-butyl-diphenyl-silanyloxy)-ethoxycarbonyl]-1-methoxy-propyl}-pyrrolidine-1-carboxylic acid tert-butyl ester
173180-10-4

(S)-2-{(1R,2R)-2-[(S)-1-Benzyl-2-(tert-butyl-diphenyl-silanyloxy)-ethoxycarbonyl]-1-methoxy-propyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 11h;85%
methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-tert-butyl 2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate
161485-82-1

(S)-tert-butyl 2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;85%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;85%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;85%
(4R)-methyl-4-amino-2-methyl-5-phenylpentanoate

(4R)-methyl-4-amino-2-methyl-5-phenylpentanoate

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

C27H42N2O6

C27H42N2O6

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;84%
5-(1'-ethyl-2'-amino)isoquinoline

5-(1'-ethyl-2'-amino)isoquinoline

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

5-(1'-ethyl-2'-amido-Boc-Dap)isoquinoline

5-(1'-ethyl-2'-amido-Boc-Dap)isoquinoline

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;84%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-tert-butyl 2-amino-3-(2-fluorophenyl)propanoate

(S)-tert-butyl 2-amino-3-(2-fluorophenyl)propanoate

(S)-tert-butyl 2-((1R,2R)-3-(((S)-1-(tert-butoxy)-3-(2-fluorophenyl)-1-oxopropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

(S)-tert-butyl 2-((1R,2R)-3-(((S)-1-(tert-butoxy)-3-(2-fluorophenyl)-1-oxopropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
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 - 30℃; for 2h; Inert atmosphere;83.9%
(S)-methyl 2-amino-3-phenylpropanoate hydrochloride

(S)-methyl 2-amino-3-phenylpropanoate hydrochloride

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-tert-butyl 2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate
161485-82-1

(S)-tert-butyl 2-((1R,2R)-1-methoxy-3-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;83%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃;83%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(S)-methyl 2-amino-3-(4-fluorophenyl)propanoate hydrochloride

(S)-methyl 2-amino-3-(4-fluorophenyl)propanoate hydrochloride

(S)-tert-butyl 2-((1R,2R)-3-(((S)-3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

(S)-tert-butyl 2-((1R,2R)-3-(((S)-3-(4-fluorophenyl)-1-methoxy-1-oxopropan-2-yl)amino)-1-methoxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
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 acetonitrile at 23℃; for 12h; Inert atmosphere;82.6%
tyrosamine
51-67-2

tyrosamine

N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

N-Boc-Dap-4-hydroxyphenethylamide
1307229-20-4

N-Boc-Dap-4-hydroxyphenethylamide

Conditions
ConditionsYield
Stage #1: N-Boc-(2R,3R,4S)-dolaproine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: tyrosamine In N,N-dimethyl-formamide at 20℃; for 16h;
82%
Stage #1: N-Boc-(2R,3R,4S)-dolaproine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: tyrosamine In N,N-dimethyl-formamide at 20℃; for 16h;
82%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethanamine, hydrochloride salt
135383-60-7

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethanamine, hydrochloride salt

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate
120205-54-1

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 20h;81%
With triethylamine; diethyl dicarbonate In 1,2-dimethoxyethane at 4℃; for 14h;78%
N-Boc-(2R,3R,4S)-dolaproine
120205-50-7

N-Boc-(2R,3R,4S)-dolaproine

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethan-1-amine trifluoroacetic acid salt

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethan-1-amine trifluoroacetic acid salt

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate
120205-54-1

tert-butyl (2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-{[(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethyl]amino}propyl]pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;81%
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;81%
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;81%

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