Methyl 1-benzyl-5-oxopyrrolidine-3-carboxylate

Base Information

• Chemical Name: Methyl 1-benzyl-5-oxopyrrolidine-3-carboxylate
• CAS No.: 51535-00-3
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Hs Code.: 29337900
• European Community (EC) Number: 257-257-9
• NSC Number: 176916
• DSSTox Substance ID: DTXSID501248434
• Nikkaji Number: J236.176K
• ChEMBL ID: CHEMBL1606750
• Mol file: 51535-00-3.mol

Synonyms:Methyl 1-benzyl-5-oxopyrrolidine-3-carboxylate;51535-00-3;Methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate;51523-00-3;1-Benzyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester;Methyl 1-benzyl-5-oxo-pyrrolidine-3-carboxylate;3-Pyrrolidinecarboxylic acid, 5-oxo-1-(phenylmethyl)-, methyl ester;Methyl1-benzyl-5-oxo-3-pyrrolidinecarboxylate;methyl 1-benzyl-5-oxo-3-pyrrolidine-carboxylate;EINECS 257-257-9;MFCD00003196;NSC176916;Bionet2_000906;MLS000712553;SCHEMBL2584810;1-Benzyl-5-oxo-3-pyrrolidinecarboxylic acid methyl ester;CHEMBL1606750;AMY2439;DTXSID501248434;HMS1366J04;HMS2695B14;BBL022432;STK400199;AKOS000520587;AB50094;AB50095;NSC 176916;NSC-176916;NCGC00245149-01;AC-30979;BP-12477;SMR000282320;SY020152;1-benzyl-4-methoxycarbonyl-2-oxopyrrolidine;A7598;CS-0049252;EU-0071542;FT-0640003;FT-0698510;FT-0771712;methyl 1-benzyl-2-oxo-4-pyrrolidylcarboxylate;6H-020;EN300-129838;methyl 1-benzyl-5-oxo-3-pyrrolidine carboxylate;Methyl N-benzyl-5-oxo-pyrrolidine-3-carboxylate;SR-01000432887;J-521748;SR-01000432887-1;(+/-) Methyl 1-benzyl-2-oxo-4-pyrrolidylcarboxylate;Methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate, 97%;methyl 5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxylate;methyl-5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxylate;(R)-1-BENZYL-5-OXO-PYRROLIDINE-3-CARBOXYLICACIDMETHYLESTER;(S)-1-BENZYL-5-OXO-PYRROLIDINE-3-CARBOXYLICACIDMETHYLESTER;5-Oxo-1-(phenylmethyl)-3-pyrrolidinecarboxylic acid methyl ester;methyl 1-benzyl-5-oxopyrrolidine-3-carboxylate;Methyl 1-Benzyl-5-oxo-3-pyrrolidinecarboxylate

Chemical Property of Methyl 1-benzyl-5-oxopyrrolidine-3-carboxylate

Chemical Property:

• Appearance/Colour: white to slightly yellowish powder
• Melting Point: 63-66 °C(lit.)
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 396.6 °C at 760 mmHg
• PKA: -1.82±0.40(Predicted)
• Flash Point: 193.6 °C
• PSA: 46.61000
• Density: 1.213 g/cm³
• LogP: 1.14600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

99%, ^*data from raw suppliers

Methyl1-Benzyl-5-oxopyrrolidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-60-37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1CC(=O)N(C1)CC2=CC=CC=C2

Technology Process of Methyl 1-benzyl-5-oxopyrrolidine-3-carboxylate

There total 15 articles about Methyl 1-benzyl-5-oxopyrrolidine-3-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: 99.0%

Dimethyl itakonate (617-52-7) + benzylamine (100-46-9) → methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate (51535-00-3)

Guidance literature:

In methanol; Heating;

DOI:10.1002/ejoc.200400698

Reference yield: 71.0%

methanol (67-56-1) + 1-benzyl-5-oxopyrrolidine-3-carboxylic acid (5733-86-8) → methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate (51535-00-3)

Guidance literature:

With thionyl chloride;

DOI:10.1021/acs.joc.7b02150

Reference yield: 51.0%

N-<(trimethylsilyl)methyl>benzaldimine (57402-97-8) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate (51535-00-3)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In N,N-dimethyl-formamide; for 36h; Ambient temperature;

DOI:10.1246/bcsj.59.2537

upstream raw materials:

Dimethyl itakonate

benzylamine

2-({[1-Phenyl-meth-(E)-ylidene]-amino}-methyl)-succinic acid dimethyl ester

N-<(trimethylsilyl)methyl>benzaldimine

Downstream raw materials:

4--1-(phenylmethyl)-2-pyrrolidinone

1-benzyl-5-oxopyrrolidine-3-carboxylic acid

1-benzylpyrrolidine-3-carboxylic acid methyl ester

1-benzyl 5-oxo-pyrrolidine-3-carboxamide