3-Thiazolidinecarboxylic acid, 4-formyl-2-phenyl-, 1,1-dimethylethyl ester, (2R,4R)-

Base Information

• Chemical Name: 3-Thiazolidinecarboxylic acid, 4-formyl-2-phenyl-, 1,1-dimethylethyl ester, (2R,4R)-
• CAS No.: 157020-34-3
• Molecular Formula: C15H19NO3S
• Molecular Weight: 293.387
• Mol file: 157020-34-3.mol

Synonyms:

Chemical Property of 3-Thiazolidinecarboxylic acid, 4-formyl-2-phenyl-, 1,1-dimethylethyl ester, (2R,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Thiazolidinecarboxylic acid, 4-formyl-2-phenyl-, 1,1-dimethylethyl ester, (2R,4R)-

There total 10 articles about 3-Thiazolidinecarboxylic acid, 4-formyl-2-phenyl-, 1,1-dimethylethyl ester, (2R,4R)- 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: 97.0%

(2R,4R)-4-(hydroxymethyl)-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester (161458-78-2) → (2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester (157020-34-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1021/ol8016947

Reference yield:

(2R,4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid (158446-52-7) → (2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester (157020-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / B₂H₆, Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

2: 72 percent / pyridine, CrO₃ / CH₂Cl₂ / 0.25 h

With pyridine; chromium(VI) oxide; triethylamine; diborane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja9629874

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (2R,4R)-4-formyl-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester (157020-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / Et₃N / methanol / 0.5 h / 50 °C

2: 80 percent / B₂H₆, Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

3: 72 percent / pyridine, CrO₃ / CH₂Cl₂ / 0.25 h

With pyridine; chromium(VI) oxide; triethylamine; diborane; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja9629874

upstream raw materials:

(2R,4R)-4-(hydroxymethyl)-2-phenylthiazolidine-3-carboxylic acid tert-butyl ester

(2R,4R)-2-Phenyl-thiazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

benzaldehyde

Downstream raw materials:

(2R,4R)-4-((S)-Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

(2R,4R)-4-(Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

(2R,4R)-2-phenyl-4-vinylthiazolidine-3-tert-butyl carboxylate

(Z)-(R)-9-Benzylsulfanyl-8-tert-butoxycarbonylamino-non-6-enoic acid methyl ester