L-Proline, 4-hydroxy-, ethyl ester, (4R)- (9CI)

Base Information

• Chemical Name: L-Proline, 4-hydroxy-, ethyl ester, (4R)- (9CI)
• CAS No.: 61478-25-9
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• Hs Code.: 2933990090
• Mol file: 61478-25-9.mol

Synonyms:L-Proline, 4-hydroxy-, ethyl ester, (4R)- (9CI);

Chemical Property of L-Proline, 4-hydroxy-, ethyl ester, (4R)- (9CI)

Chemical Property:

• Boiling Point: 262.3 °C at 760 mmHg
• Flash Point: 112.4 °C
• PSA: 58.56000
• Density: 1.171 g/cm³
• LogP: -0.39890

Purity/Quality:

99% ^*data from raw suppliers

(2R,4R)-ethyl4-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, 4-hydroxy-, ethyl ester, (4R)- (9CI)

There total 5 articles about L-Proline, 4-hydroxy-, ethyl ester, (4R)- (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: 99.0%

ethanol (64-17-5) + 4R-4-hydroxyproline (51-35-4,30724-02-8) → (2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid ethyl ester (61478-25-9)

Guidance literature:

With hydrogenchloride; In water; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/ol201349k

Reference yield:

ethanol (64-17-5) → trans-4-hydroxy-DL-prolin-ethyl ester (61478-25-9,80174-38-5,80174-40-9,132666-67-2)

Guidance literature:

DOI:10.1021/ja01630a038

Reference yield:

ethanol (64-17-5) → cis-4-hydroxy-DL-prolin-ethyl ester (61478-25-9,80174-38-5,80174-40-9,132666-67-2)

Guidance literature:

DOI:10.1021/ja01630a038

upstream raw materials:

ethanol

4R-4-hydroxyproline

(2S,4R)-ethyl N¹-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

(2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

Downstream raw materials:

(2S,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester

(2S,4R)-ethyl N¹-benzyl-4-hydroxypyrrolidine-2-carboxylate

(3S-cis)-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-4-(diphenylphosphino)-1-(methylsulfonyl)pyrrolidine

(2S,4R)-4-aminopyrrolidine-2,4-dicarboxylic acid

Refernces

• 1、 Fukuhara, Kazuya,Takada, Kentaro,Okada, Shigeru,Matsunaga, Shigeki. "Nazumazoles A-C, cyclic pentapeptides dimerized through a disulfide bond from the marine sponge theonella swinhoei". supporting information. p. 2646 - 2648. Retrieved 2015/06/16.
• 2、 Jarvis, Scott B. D.,Charette, Andre B.. "Synthesis of enantiopure substituted piperidines via an aziridinium ring expansion". supporting information; experimental part. p. 3830 - 3833. Retrieved 2011/09/16.