1-Pyrrolidinecarboxylic acid, 4-[(4-cyanobenzoyl)oxy]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 4-[(4-cyanobenzoyl)oxy]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4S)-
CAS No.:401565-08-0
Molecular Formula:C21H25N3O5S
Molecular Weight:431.513
Hs Code.:
Mol file:401565-08-0.mol

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 4-[(4-cyanobenzoyl)oxy]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4S)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 4-[(4-cyanobenzoyl)oxy]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4S)-

There total 4 articles about 1-Pyrrolidinecarboxylic acid, 4-[(4-cyanobenzoyl)oxy]-2-(3-thiazolidinylcarbonyl)-, 1,1-dimethylethyl ester, (2S,4S)- 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: 80.0%

: 401564-34-9
3-((2S,4S)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarbonyl)-1,3-thiazolidine

: 6068-72-0
4-cyanobenzoyl chlorIde

: 401565-08-0
3-[(2S,4S)-4-(4-cyanobenzoyloxy)-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2006.10.059

Reference yield:

: 401564-17-8
(2S,4S)-1-(tert-butoxycarbonyl)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-2-carboxylic acid

: 401565-08-0
3-[(2S,4S)-4-(4-cyanobenzoyloxy)-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 51 percent / 1-hydroxybenzotriazole; 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide HCl / dimethylformamide / 13 h / 20 °C

2: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / 20 °C

3: 80 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

With dmap; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.10.059

Reference yield:

: 401564-35-0
3-[(2S,4S)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

: 401565-08-0
3-[(2S,4S)-4-(4-cyanobenzoyloxy)-1-tert-butoxycarbonyl-2-pyrrolidinylcarbonyl]-1,3-thiazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 18 h / 20 °C

2: 80 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

With dmap; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.10.059