(S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

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Chemical Name:(S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide
CAS No.:890022-55-6
Molecular Formula:C₂₇H₄₄N₄O₂S₂
Molecular Weight:520.804
Hs Code.:

Synonyms:(S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

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Chemical Property of (S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

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Technology Process of (S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

There total 5 articles about (S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide 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:

: 890022-49-8
{(R)-1-Benzyl-3-[(S)-2-((S)-1-tert-butylcarbamoyl-2-methyl-propylcarbamoyl)-pyrrolidin-1-yl]-1-[1,3]dithiolan-2-yl-propyl}-carbamic acid allyl ester

: 890022-55-6
(S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

Guidance literature:: With dimedone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2006.01.031

Reference yield:

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

: 890022-55-6
(S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

Guidance literature:: Multi-step reaction with 5 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

With lithium aluminium tetrahydride; 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

: 890022-55-6
(S)-1-((R)-3-Amino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid ((S)-1-tert-butylcarbamoyl-2-methyl-propyl)-amide

Guidance literature:: Multi-step reaction with 2 steps

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

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

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