Glutamic acid, N-(phenylmethylene)-, dimethyl ester

Base Information

• Chemical Name: Glutamic acid, N-(phenylmethylene)-, dimethyl ester
• CAS No.: 119993-20-3
• Molecular Formula: C14H17NO4
• Molecular Weight: 263.293
• Mol file: 119993-20-3.mol

Synonyms:

Chemical Property of Glutamic acid, N-(phenylmethylene)-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Glutamic acid, N-(phenylmethylene)-, dimethyl ester

There total 9 articles about Glutamic acid, N-(phenylmethylene)-, dimethyl 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: 89.0%

dimethyl glutamate hydrochloride (23150-65-4,27025-25-8,13515-99-6) + benzaldehyde (100-52-7) → dimethyl 2-(benzylideneamino)pentanedioate (70471-02-2,119993-20-3)

Guidance literature:

With magnesium sulfate; triethylamine; In dichloromethane; for 24h;

DOI:10.1134/S1070428006030134

Reference yield: 53.0%

methyl 2-(benzylideneamino)acetate (66646-88-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → dimethyl N-benzylideneglutamate (119993-20-3)

Guidance literature:

benzyltrismethylammonium methoxide; In benzene; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86043-9

Reference yield: 31.0%

L-glutamic dimethyl ester hydrochloride (23150-65-4) + benzaldehyde (100-52-7) → dimethyl N-benzylideneglutamate (119993-20-3)

Guidance literature:

With sodium carbonate; magnesium sulfate; triethylamine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/asia.201901470

upstream raw materials:

methyl 2-(benzylideneamino)acetate

acrylic acid methyl ester

dimethyl glutamate hydrochloride

benzaldehyde

Downstream raw materials:

2-Chloromethyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-pentanedioic acid dimethyl ester

dimethyl 1-methyl-t-5-phenyl-r-2,c-4-pyrrolidinedicarboxylate

dimethyl 1-methyl-c-5-phenyl-r-2,t-4-pyrrolidinedicarboxylate

Refernces

• 1、 Decuyper, Lena,Juki?, Marko,Sosi?, Izidor,Amoroso, Ana Maria,Verlaine, Olivier,Joris, Bernard,Gobec, Stanislav,D'hooghe, Matthias. "Synthesis and Penicillin-binding Protein Inhibitory Assessment of Dipeptidic 4-Phenyl-β-lactams from α-Amino Acid-derived Imines". . p. 51 - 55. Retrieved 2020.
• 2、 Kudryavtsev,Nukolova,Kokoreva,Smolin. "Stereoselective synthesis of functional derivatives of 2-(2-carboxyethyl) pyrrolidine-2-carboxylic acid". . p. 412 - 422. Retrieved 2007/10/03.