2-(R)-CARBOETHOXY-4-(R)-HYDROXYPYRROLIDINE

Base Information

• Chemical Name: 2-(R)-CARBOETHOXY-4-(R)-HYDROXYPYRROLIDINE
• CAS No.: 132666-67-2
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• Mol file: 132666-67-2.mol

Synonyms:D-Proline,4-hydroxy-, ethyl ester, cis-;(2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acidethyl ester;

Chemical Property of 2-(R)-CARBOETHOXY-4-(R)-HYDROXYPYRROLIDINE

Chemical Property:

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

Purity/Quality:

98%Min ^*data from raw suppliers

2-(R)-CARBOETHOXY-4-(R)-HYDROXYPYRROLIDINE 97 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(R)-CARBOETHOXY-4-(R)-HYDROXYPYRROLIDINE

There total 11 articles about 2-(R)-CARBOETHOXY-4-(R)-HYDROXYPYRROLIDINE 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: 73.0%

ethanol (64-17-5) + (2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride (77449-94-6,441067-49-8) → (2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate (132666-67-2)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1002/jhet.627

Reference yield:

ethanol (64-17-5) + cis-hydroxy-D-proline (2584-71-6,30724-02-8) → (2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate (132666-67-2)

Guidance literature:

With sulfuric acid; for 240h; Heating;

DOI:10.1021/jm9601765

Reference yield:

(2R,4R)-ethyl N1-benzyl-4-hydroxypyrrolidine-2-carboxylate (171192-72-6) → (2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate (132666-67-2)

Guidance literature:

With hydrogen; palladium(II) hydroxide; for 3h; under 2585.81 Torr;

DOI:10.1016/j.tetlet.2015.03.119

upstream raw materials:

ethanol

4R-4-hydroxyproline

cis-hydroxy-D-proline

4-hydroxyproline

Downstream raw materials:

allo-1-(4-tolylsulfonyl)-4-<<(4-methylphenyl)sulfonyl>oxy>-D-proline ethyl ester

1-(4-tolylsulfonyl)-4-hydroxy-D-proline ethyl ester

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

(2R,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

Refernces

• 1、 Watanabe, Akiko,Kiyota, Naotoshi,Yamasaki, Tetsuo,Tanda, Kazuhiro,Miyagoe, Tatsunori,Sakamoto, Masanori,Otsuka, Masami. "Design and stereoselective synthesis of four peptide nucleic acid monomers with cyclic structures in backbone". experimental part. p. 1132 - 1139. Retrieved 2011/11/05.
• 2、 -. "ALPHA-UNSUBSTITUTED ARYLMETHYL PIPERAZINE PYRAZOLO[1,5-A] PYRIMIDINE AMIDE DERIVATIVES". Page/Page column 197. . Retrieved 2008/12/08.