3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

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Chemical Name:3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine
CAS No.:401565-09-1
Molecular Formula:C₁₉H₂₇N₃O₃S
Molecular Weight:377.508
Hs Code.:

Synonyms:3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

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Chemical Property of 3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

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Technology Process of 3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

There total 3 articles about 3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine 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: 25.0%

: 401564-36-1
(2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

: 62-53-3
aniline

: 401565-09-1
3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

Guidance literature:: (2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester; aniline; With acetic acid; In methanol; at 20 ℃; for 1.5h;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2006.01.022

Reference yield:

: 401564-30-5
3-[(2S,4R)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

: 401565-09-1
3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 30.3 g / sulfur trioxide pyridine complex; triethylamine / CH₂Cl₂; dimethylsulfoxide / 2 h

2.1: acetic acid / methanol / 1.5 h / 20 °C

2.2: 25 percent / NaBH₃CN / methanol / 2 h / 20 °C

With sulfur trioxide pyridine complex; acetic acid; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2006.01.022

Reference yield:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 401565-09-1
3-((2S,4S)-4-anilino-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / dimethylformamide / 18 h / 20 °C

2.1: 30.3 g / sulfur trioxide pyridine complex; triethylamine / CH₂Cl₂; dimethylsulfoxide / 2 h

3.1: acetic acid / methanol / 1.5 h / 20 °C

3.2: 25 percent / NaBH₃CN / methanol / 2 h / 20 °C

With sulfur trioxide pyridine complex; acetic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.022