1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-Methyl 1-(phenylMethyl) ester, (R)-

Base Information

• Chemical Name: 1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-Methyl 1-(phenylMethyl) ester, (R)-
• CAS No.: 132431-11-9
• Molecular Formula: C14H15NO5
• Molecular Weight: 277.277
• Mol file: 132431-11-9.mol

Synonyms:1-benzyl 2-methyl (R)-4-oxopyrrolidine-1,2-dicarboxylate;1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-methyl 1-(phenylmethyl) ester, (R)-;(R)-1-benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;

Chemical Property of 1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-Methyl 1-(phenylMethyl) ester, (R)-

Chemical Property:

• Boiling Point: 422.1±45.0 °C(Predicted)
• PKA: -3.91±0.40(Predicted)
• PSA: 72.91000
• Density: 1.306±0.06 g/cm3(Predicted)
• LogP: 1.07750

Purity/Quality:

95% ^*data from raw suppliers

(R)-1-benzyl2-methyl4-oxopyrrolidine-1,2-dicarboxylate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-Methyl 1-(phenylMethyl) ester, (R)-

There total 3 articles about 1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-Methyl 1-(phenylMethyl) ester, (R)- 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: 78.0%

(2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (155075-23-3) → methyl (2R)-1-benzyloxycarbonyl-4-oxopyrrolidine-2-carboxylate (132431-11-9)

Guidance literature:

With sulfuric acid; water; chromic acid; In acetone; at 20 ℃; for 0.583333h;

DOI:10.1016/j.bmc.2012.11.015

Reference yield: 70.0%

N-carbobenzyloxy-trans-4-hydroxy-L-proline methyl ester (92246-88-3) + oxalyl dichloride (79-37-8) + dimethyl sulfoxide (67-68-5,8070-53-9) + N-ethyl-N,N-diisopropylamine (7087-68-5) → 1-benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate (16217-15-5,132431-11-9)

Guidance literature:

In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Reference yield:

4-Oxo-pyrrolidine-2-carboxylic acid methyl ester (132431-08-4) + benzyl chloroformate (501-53-1,94274-21-2) → 1-benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate (16217-15-5,132431-11-9)

Guidance literature:

With sodium hydroxide; other reagent (NaHCO₃);

DOI:10.1016/S0040-4039(00)97203-4

upstream raw materials:

4-Oxo-pyrrolidine-2-carboxylic acid methyl ester

benzyl chloroformate

N-carbobenzyloxy-trans-4-hydroxy-L-proline methyl ester

oxalyl dichloride

Downstream raw materials:

(2R,4S)-1-benzyloxycarbonyl-4-hydroxy-4-(4-methoxyphenyl)pyrrolidine-2-carboxylic acid

C₁₂H₁₅NO₄

methyl (2R,4S)-1-benzyloxycarbonyl-4-hydroxy-4-(4-methoxyphenyl)pyrrolidine-2-carboxylate

(R)-1-benzyl 2-methyl 4-(((trifluoromethyl)sulfonyl)oxy)-1H-pyrrole-1,2(2H,5H)-dicarboxylate

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