L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)

Base Information

• Chemical Name: L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)
• CAS No.: 496841-08-8
• Molecular Formula: C6H11NO3
• Molecular Weight: 145.158
• Mol file: 496841-08-8.mol

Synonyms:L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI);L-PROLINE-3-(R)-HYDROXY METHYL ESTER

Chemical Property of L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)

Chemical Property:

• Vapor Pressure: 0.00426mmHg at 25°C
• Refractive Index: 1.487
• Boiling Point: 247.2°C at 760 mmHg
• Flash Point: 103.3°C
• PSA: 58.56000
• Density: 1.216g/cm³
• LogP: -0.78900

Purity/Quality:

99% ^*data from raw suppliers

Methyl(2S,3R)-3-hydroxypyrrolidine-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI)

There total 4 articles about L-Proline, 3-hydroxy-, methyl ester, (3R)- (9CI) 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:

methanol (67-56-1) + (2S,3R)-3-hydroxyproline (567-35-1,567-36-2,4298-05-9,4298-06-0,4298-08-2,14916-76-8,62182-84-7,104069-26-3,118492-86-7,119677-21-3) → cis-3-hydroxy-L-proline methyl ester (496841-08-8,1378292-24-0)

Guidance literature:

With acetyl chloride; at 20 ℃;

DOI:10.1021/acschemneuro.0c00005

Reference yield:

(2S,3R)-3-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (35684-61-8,35684-62-9,92246-87-2) → cis-3-hydroxy-L-proline methyl ester (496841-08-8,1378292-24-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; Ambient temperature;

DOI:10.1021/jm00021a013

Reference yield:

(2S,3R)-N-(benzyloxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid (1262015-07-5) → cis-3-hydroxy-L-proline methyl ester (496841-08-8,1378292-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Amberlyst 15 / Ambient temperature

2: H₂ / 10percent Pd/C / methanol / 1 h / Ambient temperature

With Amberlyst 15; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00021a013

upstream raw materials:

(2S,3R)-3-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(2S,3R)-N-(benzyloxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid

methanol

(2S,3R)-3-hydroxyproline

Downstream raw materials:

(2S,3R)-N-tert-Butyloxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic Acid Methyl Ester

C₁₇H₁₈F₃N₃O₄

(2S,3R)-1-(3-Chloro-4-cyano-2-methylphenylcarbamoyl)-3-hydroxypyrrolidine-2-carboxylic Acid Methyl Ester

Refernces

• 1、 -. "Bicyclic modulators of androgen receptor function". . . Retrieved 2008/06/13.
• 2、 -. "Bicyclic modulators of androgen receptor function". . . Retrieved 2008/06/13.