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Zhuozhou Wenxi import and Export Co., Ltd

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

Pharmaceutical Grade CAS 1378388-35-2 with competitive price

Cas:1378388-35-2

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&amp

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

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Afine Chemicals Limited

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

(3S,5S)-1-(TERT-BUTOXY CARBONYL)-5-(METHOXY CARBONYL)PYRROLIDINE-3 -CARBOXYLIC ACID

Cas:1378388-35-2

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

(3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid

Cas:1378388-35-2

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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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,

(3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylicacid

Cas:1378388-35-2

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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Win-Win chemical Co.Ltd

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

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

(3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

1378388-35-2 CAS No.1378388-35-2

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Trading Company

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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

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Chinqesen Biotechnology Co., Ltd.

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

1378388-35-2

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Trading Company

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Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Zibo Hangyu Biotechnology Development Co., Ltd

home-produced Application:medicine

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Trading Company

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Amadis Chemical Co., Ltd.

1.Professional synthesis laboratory and production base. 2.Strong synthesis team and service team. 3.Professional data management system. 4.We provide the professional test date and product information ,ex. HNMR ,CNMR,FNMR, HPLC/G

(3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid

Cas:1378388-35-2

Min.Order:10 Milligram

Negotiable

Type:Lab/Research institutions

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Hangzhou Cyanochem Co; Ltd.

superior product, rigorous quality test, GMP management and auditable plant, stable supply in industry park, advantage in R&D CMO CRO Appearance:white or off-white powder Storage:storage in norm temperature and against damp Package:Aluminum dru

Velpatasvir Intermediate 1

Cas:1378388-35-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

Nanjing Chemlin Chemical Co., Ltd.

Nanjing Chemlin Chemical Industry Co., Ltd was established in Aug,1999, located in the industrial park of Nanjing University of Technology, It is a private enterprises in Jiangsu Province with 1200 square meters’ R&D center. Our R&D center has a well

1378388-35-2

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Trading Company

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Wuhan MoonZY Biological Technology Co.,Ltd

instock with good quality and wholesale price Storage:Keep in a cool & dry place Package:Packing material and QTY as your request Application:Pharma;Industry;other application Transportation:Express or as your request Port:Any port of China

(3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid,1378388-35-2

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Synova( Tianjin ) Chemical Technology Co,.Ltd

The company have effective management team, professional technical R & D personnel, the service spirit of customer oriented. We have long-term cooperation with famous domestic manufacturer, and excellent customer resources overseas. We are skilled in

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou utanpharma Co., Ltd

Hangzhou Utanpharma Biology Co., Ltd. is a R&D and manufacturing based, market oriented enterprise,specialized in the R&D and marketing of active pharmaceutical ingredients and intermediates. Supported by our highly qualified professor and

(3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid

Cas:1378388-35-2

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

inquiry

Suzhou Youzhihe Medical Science and Technology Co., Ltd.

Being efficient R&D company for years, YOUZH warmly welcomes you to our factory for on-site audit!Appearance:SOLID Package:Generally in drums Application:Sound customized scale to meet CMO/CRO need, grams to tons. Port:Shanghai

(3S,5S)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)pyrrolidine-3-carboxylic acid

Cas:1378388-35-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

coolpharm Ltd

Known for its best quality and competitve price, this chemicals we offered is widely appreciated by our customers.Appearance:yellow to white solid Storage:keep sealed and keep from direct light Package:According client's requirements Application:Phar

Synthetic route

(2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester
1378388-30-7

(2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide In tert-Amyl alcohol at 0℃; for 5.25h; Cooling with ice;70%
Stage #1: (2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester With water; sodium hydroxide In tetrahydrofuran at 0℃; for 5h;
Stage #2: With hydrogenchloride In water
70%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 5.25h;70%
(2S,4S)-4-cyano-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
487048-28-2

(2S,4S)-4-cyano-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
1.2: 12 h / 20 °C
2.1: water; sodium hydroxide / tert-Amyl alcohol / 5.25 h / 0 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane; methanol / 16 h / 20 °C
1.3: 12 h / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
1.2: 12 h / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 5.25 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: ethyl acetate / 0.1 h / Industrial scale
2.1: water; sodium hydroxide / tetrahydrofuran / -1 °C / Industrial scale
2.2: pH 1 / Industrial scale
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
View Scheme
C8H13NO4*ClH

C8H13NO4*ClH

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 5.25 h / 0 °C
View Scheme
(2S,4S)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester
64750-03-4

(2S,4S)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester
1194059-42-1

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 2h;
60%
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester
1194059-42-1

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid; chloroformic acid ethyl ester With triethylamine In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 2h;
60%
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,5S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate
1378390-61-4

(2S,5S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate
1378390-63-6

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C32H34N6O2*(x)ClH

C32H34N6O2*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 1.5 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S,3S)-1-[(2S,5S)-2-(5-{2-[(2S,4S)-1-{(2S,3S)-2-[(methoxycarbonyl)amino]-3-methylpentanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidin-l-yl]-3-methyl-1-oxopentan-2-yl}carbamate
1377049-78-9

methyl {(2S,3S)-1-[(2S,5S)-2-(5-{2-[(2S,4S)-1-{(2S,3S)-2-[(methoxycarbonyl)amino]-3-methylpentanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidin-l-yl]-3-methyl-1-oxopentan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 1.5 h
9: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate
1378390-65-8

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-methylpyrrolidine-1,2-dicarboxylate
1378390-71-6

(2S,4S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-methylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 16 h / 50 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,5S)-2-(9-{2-[(2S,5S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate
1378390-72-7

tert-butyl (2S,5S)-2-(9-{2-[(2S,5S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-L-valyl]-4-(methoxymethyl)pyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-methylpyrrolidine-1-carboxylate
1378390-73-8

tert-butyl (2S,4S)-2-[5-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-L-valyl]-4-(methoxymethyl)pyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 15 h / 35 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C32H34N6O2*(x)ClH

C32H34N6O2*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 15 h / 35 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 5 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S,3R)-3-methoxy-1-[(2S,4S)-2-[9-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-O-methyl-L-threonyl]-4-methylpyrrolidin-2-yl}-1H-imidazol-5-yl)-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl]-4-(methoxymethyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}carbamate
1377604-60-8

methyl {(2S,3R)-3-methoxy-1-[(2S,4S)-2-[9-(2-{(2S,4S)-1-[N-(methoxycarbonyl)-O-methyl-L-threonyl]-4-methylpyrrolidin-2-yl}-1H-imidazol-5-yl)-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-2-yl]-4-(methoxymethyl)pyrrolidin-1-yl]-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 16 h / 50 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 20 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 15 h / 35 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 5 h
9: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.58 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-1-tert-butyl 2-(2-oxo-2-(8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)ethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate
1378391-39-9

(2S,4S)-1-tert-butyl 2-(2-oxo-2-(8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)ethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate
1378391-42-4

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: borane-THF / 2-methyltetrahydrofuran; tetrahydrofuran / 25 °C / Industrial scale
2.1: water; sodium hydroxide / tert-butyl methyl ether / 2 h / 0.1 - 0.2 °C / Industrial scale
2.2: 0.2 h / 0.5 °C / Industrial scale
3.1: sodium t-butanolate / tetrahydrofuran / 0 h / 0.1 - 0.2 °C / Industrial scale
4.1: potassium carbonate / dichloromethane / 0.2 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2R,4R)-1-tert-butyl 2-(2-(9-((2S,5S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-5-methylpyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate
1378391-43-5

(2R,4R)-1-tert-butyl 2-(2-(9-((2S,5S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-5-methylpyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
View Scheme
Multi-step reaction with 6 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,4,5,11-tetrahydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate
1378391-44-6

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,4,5,11-tetrahydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
View Scheme
Multi-step reaction with 7 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate
1378391-45-7

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
View Scheme
Multi-step reaction with 8 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
View Scheme
Multi-step reaction with 9 steps
1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
4.1: borane dimethyl sulfide complex / tetrahydrofuran / 22 h / 0 - 20 °C
5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide; sodium hydrogencarbonate; sodium hypochlorite / dichloromethane; water / 2 h / 20 °C
6.1: ammonium hydroxide / water; methanol / 20 °C
7.1: iodine; sodium carbonate / 1,4-dioxane / Darkness
8.1: sodium thiosulfate / ethanol; water / 22 h / 90 - 100 °C
9.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; dimethyl sulfoxide / 5 h / 95 °C / Inert atmosphere
View Scheme
Multi-step reaction with 9 steps
1.1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / dichloromethane / 3 h / 0 - 20 °C
3.1: methanol; lithium hydroxide / tetrahydrofuran / 2 h / 20 °C
4.1: dimethylsulfide borane complex / tetrahydrofuran / 22 h / 0 - 20 °C
5.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite; sodium bromide / dichloromethane / 2 h / 20 °C
6.1: ammonium hydroxide / water; methanol / 20 °C
7.1: iodine; sodium carbonate / 1,4-dioxane / Darkness
8.1: sodium dithionite / ethanol; water / 22 h / 90 - 100 °C
9.1: tetrakis(triphenylphosphine) palladium(0); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / 1,4-dioxane; dimethyl sulfoxide / 5 h / 95 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C39H45N7O5*(x)ClH

C39H45N7O5*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S,3S)-1-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamate
1377050-41-3

methyl {(2S,3S)-1-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.1 h
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / dichloromethane / 1 h / 20 °C
9.2: 0.1 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(1R)-2-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1-phenylethyl}carbamate
1377604-63-1

methyl {(1R)-2-[(2S,4S)-2-(5-{2-[(2S,5S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-methylpyrrolidin-2-yl]-1,4,5,11-tetrahydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-yl]-2-oxo-1-phenylethyl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.5 h / 20 °C
10: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 0.33 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-1-tert-butyl 2-methyl 4-((difluoromethoxy)methyl)pyrrolidine-1,2-dicarboxylate
1378392-78-9

(2S,4S)-1-tert-butyl 2-methyl 4-((difluoromethoxy)methyl)pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: copper(l) iodide / acetonitrile / 1 h / 45 °C
View Scheme
Multi-step reaction with 2 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: copper(l) iodide / acetonitrile / 1 h / 45 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-1-(tert-butoxycarbonyl)-4-((difluoromethoxy)methyl)pyrrolidine-2-carboxylic acid
1378389-61-7

(2S,4S)-1-(tert-butoxycarbonyl)-4-((difluoromethoxy)methyl)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: copper(l) iodide / acetonitrile / 1 h / 45 °C
4: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: copper(l) iodide / acetonitrile / 1 h / 45 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
1377049-84-7

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2R)-2-[(methoxycarbonyl)amino]-2-phenylacetyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / ethanol / 3 h / 50 °C
9.2: 2 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: hydrogenchloride / dichloromethane; 1,4-dioxane / 0.5 h / 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
1377049-87-0

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 3 h
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / ethanol / 3 h / 50 °C
9.2: 3 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S,3S)-3-methoxy-2-[(methoxycarbonyl)amino]butanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
1377050-15-1

methyl {(2S)-1-[(2S,5S)-2-(9-{2-[(2S,4S)-1-{(2S,3S)-3-methoxy-2-[(methoxycarbonyl)amino]butanoyl}-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / 4 h / 20 °C
6: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
7: caesium carbonate / 20 h / 50 °C
8: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
9: manganese(IV) oxide / dichloromethane / 13 h
10: hydrogenchloride / dichloromethane; 1,4-dioxane / 1 h / 20 °C
11: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 3 h
View Scheme
Multi-step reaction with 9 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
4.1: caesium carbonate / 2-methyltetrahydrofuran / 4 h / 20 °C
5.1: pyridinium hydrobromide perbromide / dichloromethane; methanol / 1.75 h / 20 °C
6.1: caesium carbonate / 2-methyltetrahydrofuran / 20 h / 50 °C
7.1: ammonium acetate / toluene; 2-methoxy-ethanol / 4.5 h / 110 °C
8.1: manganese(IV) oxide / dichloromethane / 13 h
9.1: hydrogenchloride / ethanol / 3 h / 50 °C
9.2: 3 h
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid methyl ester
1378388-37-4

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid
1378388-16-9

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(methoxymethyl)-pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.75 h / 0 °C
1.2: 2 h / 0 °C
2.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / 3 h / 0 - 20 °C
3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C
4: lithium hydroxide / tetrahydrofuran; methanol; water / 2 h / 20 °C
View Scheme

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