(+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER

Base Information

• Chemical Name: (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER
• CAS No.: 182210-00-0
• Molecular Formula: C14H17NO4
• Molecular Weight: 263.293
• Mol file: 182210-00-0.mol

Synonyms:(+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER;CB2-D-Pro-OME;R-1-CBZ-Pyrrolidine-2-carboxylic acid Methyl Ester;

Chemical Property of (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER

Chemical Property:

• PSA: 55.84000
• LogP: 1.89850
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

(R)-1-Benzyl2-methylpyrrolidine-1,2-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER

There total 12 articles about (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL 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: 99.5%

methanol (67-56-1) + Z-D-proline (6404-31-5) → methyl (2R)-(benzyloxycarbonyl)pyrrolidine-2-carboxylate (182210-00-0)

Guidance literature:

With sulfuric acid; at 20 ℃; for 16.16h;

Reference yield: 90.0%

(R)-2-Benzyloxycarbonylamino-5-bromo-pentanoic acid methyl ester (182005-31-8) → methyl (2R)-(benzyloxycarbonyl)pyrrolidine-2-carboxylate (182210-00-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1246/cl.1996.621

Reference yield: 46.0%

N-benzyloxycarbonylproline methyl ester (108645-62-1) → methyl (2R)-(benzyloxycarbonyl)pyrrolidine-2-carboxylate (182210-00-0) + N-Benzyloxycarbonyl-L-proline (1148-11-4)

Guidance literature:

With Candida antarctica lipase; In phosphate buffer; at 30 ℃; for 38h;

DOI:10.1016/S0957-4166(03)00210-6

upstream raw materials:

(R)-2-Benzyloxycarbonylamino-5-bromo-pentanoic acid methyl ester

methanol

Z-D-proline

N-benzyloxycarbonylproline methyl ester

Downstream raw materials:

(R)-2-(2-cyanoacetyl)pyrrolidine-1-benzyl formate

(R)-2-(5-amino-1-methyl-1H-pyrazol-3-yl)pyrrolidine-1-benzyl formate

(R)-2-(5-amino-4-cyclohexenyl-1-methyl-1H-pyrazol-3-yl)pyrrolidine-1-benzyl formate

C₁₆H₂₂NO₆P

Refernces

• 1、 -. "PYRAZOLE DERIVATIVES". Paragraph 0268. . Retrieved 2013/06/26.
• 2、 -. "ORTHO PYRROLIDINE, BENZYL-SUBSTITUTED HETEROCYCLE CCR1 ANTAGONISTS FOR AUTOIMMUNE DISEASES and INFLAMMATION". Page/Page column 39. . Retrieved 2009/04/24.