Proline, 5-methyl-, ethyl ester (6CI,7CI,9CI)

Base Information

• Chemical Name: Proline, 5-methyl-, ethyl ester (6CI,7CI,9CI)
• CAS No.: 2764-43-4
• Molecular Formula: C8H15 N O2
• Molecular Weight: 157.213
• Mol file: 2764-43-4.mol

Synonyms:Proline, 5-methyl-, ethyl ester (6CI,7CI,9CI)

Chemical Property of Proline, 5-methyl-, ethyl ester (6CI,7CI,9CI)

Chemical Property:

• Vapor Pressure: 0.274mmHg at 25°C
• Refractive Index: 1.443
• Boiling Point: 203.68°C at 760 mmHg
• Flash Point: 76.983°C
• PSA: 38.33000
• Density: 0.99g/cm³
• LogP: 1.01880

Purity/Quality:

(2S)-Ethyl5-methylpyrrolidine-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Proline, 5-methyl-, ethyl ester (6CI,7CI,9CI)

There total 10 articles about Proline, 5-methyl-, ethyl ester (6CI,7CI,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: 95.0%

ethyl 5,6-dihydro-6-methoxy-6-methyl-4H-1,2-oxazine-3-carboxylate → ethyl cis-5-methylpyrrolidine-2-carboxylate (2764-43-4,3211-49-2,3211-51-6,28168-91-4,166941-67-9)

Guidance literature:

With aluminum amalgam; In tetrahydrofuran; water; for 2.5h;

Reference yield:

5-methyl-3,4-dihydro-2H-pyrrole-2-carboxylic acid ethyl ester (100911-28-2) → ethyl 5-methylpyrrolidine-2-carboxylate (2764-43-4,166941-67-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; for 16h;

Reference yield:

1-tert-butyl 2-ethyl 5-oxopyrrolidine-1,2-dicarboxylate (251924-83-1) → ethyl 5-methylpyrrolidine-2-carboxylate (2764-43-4,166941-67-9)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / 2 h / 0 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

3: hydrogen; palladium 10% on activated carbon / water; ethanol / 16 h

With palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;

upstream raw materials:

ethyl 3-bromo-2-(hydroxyimino)propanoate

1-tert-butyl 2-ethyl 5-oxopyrrolidine-1,2-dicarboxylate

5-methyl-3,4-dihydro-2H-pyrrole-2-carboxylic acid ethyl ester

Pyroglutamic acid

Downstream raw materials:

ethyl 2-((benzyloxy)methyl)-5-methylpyrrolidine-2-carboxylate trifluoroacetate

ethyl 1-benzyl-2-(hydroxymethyl)-5-methylpyrrolidine-2-carboxylate

1-benzyl-2-(hydroxymethyl)-5-methylpyrrolidine-2-carboxylic acid

cyclohexyl 2-(2-hydroxy-1-(pyrimidin-2-yl)propyl)-6-methyl-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Refernces

• 1、 -. "SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF". . . Retrieved 2014/08/19.
• 2、 Chrystal, Ewan J. T.,Gilchrist, Thomas L.,Stretch, Wayne. "Reduction of Ethyl 5,6-Dihydro-4H-1,2-oxazine-3-carboxylates. A Route to Proline Ethyl Ester and Other Ethyl Pyrrolidine-2-carboxylates". . p. 1563 - 1576. Retrieved 2007/10/02.