1-Benzyl 2-Methyl (2R)-5-Oxopyrrolidine-1,2-dicarboxylate

CAS: 690211-34-8

Ref. TR-B275445

Product Information

• Name: 1-Benzyl 2-Methyl (2R)-5-Oxopyrrolidine-1,2-dicarboxylate
• Synonyms: 1-Benzyl 2-Methyl (R)-5-Oxopyrrolidine-1,2-dicarboxylate
• Brand: TRC

Description

Applications 1-Benzyl 2-Methyl (2R)-5-Oxopyrrolidine-1,2-dicarboxylate is an intermediate in the synthesis of (+)-Anatoxin A Hydrochloride (A653360), a secondary, bicyclic amine alkaloid and cyanotoxin with acute neurotoxicity. The toxin is produced by at least four different genera of cyanobacteria and has been reported in North America, Europe, Africa, Asia, and New Zealand. Symptoms of anatoxin exposure are loss of coordination, muscular fasciculations, convulsions and death by respiratory paralysis.
References Ueno, Y., et al.: Carcinogenesis, 17, 1317 (1996); Yu, F., et al.: J. Agric Food Chem., 50, 4176 (2002); Welker, M., et al.: Environ. Toxicol., 17, 367 (2002); Furey, A., et al.: Toxicon, 41, 297 (2003);

Chemical properties

• Molecular weight: 277.27
• Formula: C₁₄H₁₅NO₅
• Color/Form: Neat
• InChI: InChI=1S/C14H15NO5/c1-19-13(17)11-7-8-12(16)15(11)14(18)20-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3/t11-/m1/s1
• InChI key: InChIKey=MBOBZGBHABMDMC-LLVKDONJSA-N
• SMILES: COC(=O)[C@H]1CCC(=O)N1C(=O)OCc1ccccc1