Methyl 5-oxopyrrolidine-3-carboxylate

Base Information

• Chemical Name: Methyl 5-oxopyrrolidine-3-carboxylate
• CAS No.: 35309-35-4
• Molecular Formula: C6H9 N O3
• Molecular Weight: 143.142
• Hs Code.: 2933790090
• European Community (EC) Number: 692-336-5
• ChEMBL ID: CHEMBL4633078
• DSSTox Substance ID: DTXSID30519337
• Nikkaji Number: J3.346.720F
• Mol file: 35309-35-4.mol

Synonyms:methyl 5-oxopyrrolidine-3-carboxylate;35309-35-4;5-Oxo-pyrrolidine-3-carboxylic acid methyl ester;METHYL 5-OXO-PYRROLIDINE-3-CARBOXYLATE;MFCD08275678;Methyl (S)-5-Oxopyrrolidine-3-carboxylate;MFCD13194686;MFCD13194687;3-PYRROLIDINECARBOXYLIC ACID, 5-OXO-, METHYL ESTER;4-carbomethoxypyrrolidone;4-carbomethoxy pyrrolidone;5-oxopyrrolidin-3-carboxylic acid methyl ester;5-oxopyrrolidine-3-carboxylic acid methyl ester;SCHEMBL1026647;CHEMBL4633078;DTXSID30519337;FJRTVLWHONLTLA-UHFFFAOYSA-N;4-methoxycarbonyl-pyrrolidine-2-one;BCP09015;methyl5-oxopyrrolidine-3-carboxylate;AKOS005207105;Methyl 5-Oxo-3-Pyrrolidinecarboxylate;AS-5638;CS-W003494;PB23582;SB16226;SB16227;AC-23464;AM803764;SY013060;SY035255;SY035256;Methyl (R)-5-Oxopyrrolidine-3-carboxylate;EN300-55826;A822726;J-522507;F2147-0192;Z839052972

Chemical Property of Methyl 5-oxopyrrolidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 62-64 °C
• Refractive Index: 1.465
• Boiling Point: 304.717°C at 760 mmHg
• PKA: 15.31±0.40(Predicted)
• Flash Point: 138.088°C
• PSA: 55.40000
• Density: 1.204
• LogP: -0.37570
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 143.058243149
• Heavy Atom Count: 10
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl5-Oxopyrrolidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC(=O)NC1
• Uses: Methyl 5-Oxopyrrolidine-3-carboxylate has been used as a reactant in the synthesis of tert-butyloxycarbonyl protected 4,5-methano-β-proline.

Technology Process of Methyl 5-oxopyrrolidine-3-carboxylate

There total 10 articles about Methyl 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: 100.0%

C13H15NO4 (1461706-59-1) → 5-oxopyrrolidine-3-carboxylic acid methyl ester (35309-35-4,428518-31-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 50 ℃; for 24h; under 38002.6 Torr; Autoclave; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.04.038

Reference yield: 94.0%

2-Aminomethyl-succinic acid dimethyl ester; hydrochloride (108303-97-5) → 5-oxopyrrolidine-3-carboxylic acid methyl ester (35309-35-4,428518-31-4)

Guidance literature:

With triethylamine; In methanol; for 2h; Heating;

DOI:10.1246/bcsj.59.2537

Reference yield: 92.0%

Dimethyl itakonate (617-52-7) → 5-oxopyrrolidine-3-carboxylic acid methyl ester (35309-35-4,428518-31-4)

Guidance literature:

With (1S)-10-camphorsulfonic acid; ammonium acetate; In methanol; at 50 ℃; for 5h; Reagent/catalyst; Temperature; Molecular sieve; Large scale;

upstream raw materials:

2-Aminomethyl-succinic acid dimethyl ester; hydrochloride

Dimethyl itakonate

dimethyl cis-but-2-ene-1,4-dioate

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

Downstream raw materials:

(3S)-5-oxopyrrolidine-3-carboxylic acid

methyl (S)-(-)-5-oxo-3-pyrrolidinecarboxylate

methyl (R)-(-)-5-oxo-3-pyrrolidinecarboxylate

C₁₃H₁₁FN₂O₃

Refernces

• 1、 -. "Method for synthesizing N-Boc-3-pyrrolidine formaldehyde". Paragraph 0032; 0033; 0038; 0043. . Retrieved 2017/06/02.
• 2、 Felluga, Fulvia,Pitacco, Giuliana,Prodan, Massimo,Pricl, Sabrina,Visintin, Marco,Valentin, Ennio. "A chemoenzymatic approach to the synthesis of enantiomerically pure aza analogues of paraconic acid methyl ester and both enantiomers of methyl β-proline". . p. 3241 - 3249. Retrieved 2007/10/03.