((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

Base Information

Chemical Name:((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester
CAS No.:890022-50-1
Molecular Formula:C₄₀H₅₉N₅O₅S₂
Molecular Weight:754.071
Hs Code.:

((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

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Chemical Property of ((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

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Technology Process of ((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

There total 7 articles about ((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 890022-42-1
(2S,4R)-4-Benzyl-4-(2-bromo-ethyl)-2-tert-butyl-5-oxo-oxazolidine-3-carboxylic acid allyl ester

: 890022-50-1
((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / Et₃N / dimethylformamide / 72 h / 60 °C

2: 50 percent / LiAlH₄ / tetrahydrofuran / 48 h / -78 °C

3: 83 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

4: 67 percent / HOBt; DCC / tetrahydrofuran / 0 - 20 °C

5: dimedone / Pd(PPh₃)4 / tetrahydrofuran / 24 h / 20 °C

6: 485 mg / HOAT; Et₃N; CIP / CH₂Cl₂ / 0 - 20 °C

With lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; boron trifluoride diethyl etherate; benzotriazol-1-ol; dimedone; triethylamine; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.031

Reference yield:

: 890022-45-4
(S)-1-((R)-3-Allyloxycarbonylamino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid

: 890022-50-1
((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / HOBt; DCC / tetrahydrofuran / 0 - 20 °C

2: dimedone / Pd(PPh₃)4 / tetrahydrofuran / 24 h / 20 °C

3: 485 mg / HOAT; Et₃N; CIP / CH₂Cl₂ / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; dimedone; triethylamine; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.01.031

Reference yield:

: 890022-43-2
4-benzyl-4-[2-(2-tert-butoxycarbonyl-pyrrolidin-1-yl)-ethyl]-2-tert-butyl-5-oxo-oxazolidine-3-carboxylic acid allyl ester

: 890022-50-1
((S)-1-{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / LiAlH₄ / tetrahydrofuran / 48 h / -78 °C

2: 83 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

3: 67 percent / HOBt; DCC / tetrahydrofuran / 0 - 20 °C

4: dimedone / Pd(PPh₃)4 / tetrahydrofuran / 24 h / 20 °C

5: 485 mg / HOAT; Et₃N; CIP / CH₂Cl₂ / 0 - 20 °C

With lithium aluminium tetrahydride; 1-hydroxy-7-aza-benzotriazole; boron trifluoride diethyl etherate; benzotriazol-1-ol; dimedone; triethylamine; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.01.031