(S)-Methyl 1-methylpyrrolidine-2-carboxylate

Base Information

• Chemical Name: (S)-Methyl 1-methylpyrrolidine-2-carboxylate
• CAS No.: 27957-91-1
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 2933990090
• European Community (EC) Number: 851-713-6
• Nikkaji Number: J109.251K
• Mol file: 27957-91-1.mol

Synonyms:(S)-Methyl 1-methylpyrrolidine-2-carboxylate;27957-91-1;methyl methyl-L-prolinate;L-Proline, 1-methyl-, methyl ester;METHYL (2S)-1-METHYLPYRROLIDINE-2-CARBOXYLATE;(S)-Methyl1-methylpyrrolidine-2-carboxylate;methyl methylprolinate;Proline, 1-methyl-, methyl ester, L-;1-Methyl-L-proline methyl ester;N-Methyl-L-proline Methyl Ester;Proline, 1-methyl, methyl ester;MFCD19704709;Methyl (?)-hygrate;Methyl 1-methyl-2-pyrrolidinecarboxylate, (L)-;methylproline methyl ester;N-Methyl Proline Methyl Ester;N-Methyl-proline Methyl Ester;SCHEMBL3568144;CBA95791;N-Methyl (L)-Proline Methyl Ester;AKOS024259007;DS-9392;CS-0450221;C74446;A876820

Chemical Property of (S)-Methyl 1-methylpyrrolidine-2-carboxylate

Chemical Property:

• PSA: 29.54000
• LogP: 0.19150
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99.90% ^*data from raw suppliers

(S)-Methyl1-methylpyrrolidine-2-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC1C(=O)OC
• Isomeric SMILES: CN1CCC[C@H]1C(=O)OC

Technology Process of (S)-Methyl 1-methylpyrrolidine-2-carboxylate

There total 2 articles about (S)-Methyl 1-methylpyrrolidine-2-carboxylate 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: 20.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → methyl (2S)-pyrrolidine carboxylate (2577-48-2) + N-Methyl-L-proline Methyl Ester (27957-91-1)

Guidance literature:

In methanol; diethyl ether; dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1002/hc.21358

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + methanol (67-56-1) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → methyl (2S)-pyrrolidine carboxylate (2577-48-2) + N-Methyl-L-proline Methyl Ester (27957-91-1)

Guidance literature:

In diethyl ether; dichloromethane; at 0 ℃; Overall yield = 5 g; Inert atmosphere;

DOI:10.1007/s11172-016-1519-4

Reference yield: 53.0%

N-Methyl-L-proline Methyl Ester (27957-91-1) → (S)-2-hydroxymethyl-1-methylpyrrolidine (34381-71-0)

Guidance literature:

DOI:10.1016/S0040-4020(01)98926-4

upstream raw materials:

diazomethane

L-proline

methanol

Downstream raw materials:

(S)-2-hydroxymethyl-1-methylpyrrolidine

(S)-N-methylpyrrolidine-2-carboxaldehyde

(S)-(-)-3-(N-methylpyrrolidin-2-ylcarbonyl)-4-benzyloxyindole

(7R,8R,8aS)-5-Oxo-8-phenylselanyl-octahydro-indolizine-7-carboxylic acid ethyl ester

Refernces

• 1、 Prishchenko,Livantsov,Novikova,Livantsova,Petrosyan. "Synthesis of mono-and diphosphorus-substituted proline derivatives containing P–C–N fragments". . p. 1846 - 1854. Retrieved 2017/03/22.