1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, methyl ester

Base Information

• Chemical Name: 1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, methyl ester
• CAS No.: 25543-13-9
• Molecular Formula: C6H7NO4
• Molecular Weight: 157.126
• DSSTox Substance ID: DTXSID30486277
• Nikkaji Number: J3.389.203I
• Wikidata: Q82326586
• Mol file: 25543-13-9.mol

Synonyms:25543-13-9;1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, methyl ester;methyl 2,5-dioxopyrrolidine-1-carboxylate;N-methoxycarbonyl succinimide;SCHEMBL463653;DTXSID30486277;SJOCLUMLTHBOPW-UHFFFAOYSA-N;N-(METHYLOXYCARBONYL)SUCCINIMIDE

Chemical Property of 1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, methyl ester

Chemical Property:

• PSA: 63.68000
• LogP: -0.16030
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 157.03750770
• Heavy Atom Count: 11
• Complexity: 207

Purity/Quality:

2,5-dioxo-1-Pyrrolidinecarboxylicacidmethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N1C(=O)CCC1=O

Technology Process of 1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, methyl ester

There total 4 articles about 1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, methyl 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: 82.0%

N-methoxycarbonylmaleimide (55750-48-6) → N-methyloxycarbonylsuccinimide (25543-13-9)

Guidance literature:

With Aeroxide (Evonik) P₂₅ TiO₂, consisting of a 3:1 anatase/rutile mixture; In methanol; acetonitrile; for 15h; Inert atmosphere; UV-irradiation;

DOI:10.3390/molecules190915324

Reference yield: 62.0%

Succinimide (123-56-8,89963-74-6) + methyl chloroformate (79-22-1) → N-methyloxycarbonylsuccinimide (25543-13-9)

Guidance literature:

With triethylamine; In acetone; at 20 ℃; for 0.5h; Reflux;

DOI:10.1016/j.tetlet.2014.03.021

Reference yield: 35.0%

N-methoxycarbonylmaleimide (55750-48-6) + 2-phenoxyacetic acid (122-59-8) → methyl 2,5-dioxo-3-(phenoxymethyl)pyrrolidine-1-carboxylate (1393661-24-9) + methyl 1,3-dioxo-1,3a,4,9b-tetrahydrochromeno[3,4-c]pyrrole-2(3H)-carboxylate + N-methyloxycarbonylsuccinimide (25543-13-9)

Guidance literature:

With titanium(IV) oxide; In acetonitrile; for 12h; UV-irradiation; Inert atmosphere;

DOI:10.1021/ja306168h

upstream raw materials:

Succinimide

diethyl ether

methyl chloroformate

N-methoxycarbonylmaleimide

Downstream raw materials:

2-benzyl-5-methyl-1H-pyrrole

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