(2S,3R)-CIS-3-METHYL-L-PROLINE METHYL ESTER

Base Information

• Chemical Name: (2S,3R)-CIS-3-METHYL-L-PROLINE METHYL ESTER
• CAS No.: 180978-01-2
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Mol file: 180978-01-2.mol

Synonyms:(2S,3R)-CIS-3-METHYL-L-PROLINE METHYL ESTER;H-BETA-ME-L-PRO-OME;L-Proline, 3-methyl-, methyl ester, cis- (9CI)

Chemical Property of (2S,3R)-CIS-3-METHYL-L-PROLINE METHYL ESTER

Chemical Property:

• Boiling Point: 182.5±33.0 °C(Predicted)
• PKA: 8.26±0.10(Predicted)
• PSA: 38.33000
• Density: 1.005±0.06 g/cm3(Predicted)
• LogP: 0.48620

Purity/Quality:

98% ^*data from raw suppliers

(2S,3R)-CIS-3-METHYL-L-PROLINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-CIS-3-METHYL-L-PROLINE METHYL ESTER

There total 2 articles about (2S,3R)-CIS-3-METHYL-L-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:

(2R,3S)-3-Methyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid methyl ester (186653-19-0) → 3-methyl proline methyl ester (180724-68-9,180978-02-3,180978-00-1,180978-01-2)

Guidance literature:

With hydrogen;

DOI:10.1016/S0040-4039(96)02222-8

Reference yield:

(R)-[(but-3-enyl)(1-phenylethyl)amino]acetic acid methyl ester (186653-18-9) → 3-methyl proline methyl ester (180724-68-9,180978-02-3,180978-00-1,180978-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA; 2.) zinc bromide; 3.) H₃O⁽¹⁺⁾ / 1.) Et₂O; 2.) Et₂O, -40 deg C to r.t.

2: hydrogen

With oxonium; hydrogen; zinc dibromide; lithium diisopropyl amide;

DOI:10.1016/S0040-4039(96)02222-8

Reference yield:

3-methyl proline methyl ester (180724-68-9,180978-02-3,180978-00-1,180978-01-2) → (7S,7aS)-7a-(3-chlorophenyl)-2,7-dimethyl-hexahydro-1H-pyrrolo[1,2-c]imidazolidine-1,3-dione

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

1.2: 20 h / Inert atmosphere; Reflux

2.1: lithium chloride; potassium hexamethylsilazane / tetrahydrofuran / 20.5 h / -78 - 20 °C / Inert atmosphere

With potassium hexamethylsilazane; triethylamine; lithium chloride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/acs.joc.5b01912

upstream raw materials:

(2R,3S)-3-Methyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid methyl ester

(R)-[(but-3-enyl)(1-phenylethyl)amino]acetic acid methyl ester