(S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester

Base Information

• Chemical Name: (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester
• CAS No.: 174621-88-6
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.293
• Mol file: 174621-88-6.mol

Synonyms:(S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester

Chemical Property of (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester

There total 4 articles about (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl 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: 36.0%

2,3-dihydro-pyrrole-1-carboxylic acid benzyl ester (68471-57-8) + acetic acid (64-19-7,77671-22-8) → (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester (174621-88-6)

Guidance literature:

With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium acetate; thiophenol; In 1,2-dichloro-ethane; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.1c00099

Reference yield:

benzyl 3-hydroxypyrrolidine-1-carboxylate (95656-88-5) → (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester (174621-88-6)

Guidance literature:

With pyridine; dmap; acetic anhydride; In methanol; dichloromethane;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-3-(acetyloxy)-1-pyrrolidinecarboxylic acid, phenylmethyl ester (174621-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: pyridine, DMPA / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1246/bcsj.69.207

upstream raw materials:

acetic anhydride

benzyl 3-hydroxypyrrolidine-1-carboxylate

benzyl chloroformate

2,3-dihydro-pyrrole-1-carboxylic acid benzyl ester

Downstream raw materials:

(S)-benzyl 3-acetoxypyrrolidine-1-carboxylate

(3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester