Process for preparation of 4-n-substituted...

Details Process for preparation of 4-n-substituted... Process for preparation of 4-n-substituted...

2006-05-02

2006-05-02

Solola, Taofiq (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07038059

ABSTRACT:
4-N-substituted amino-2-aza-1-oxabicyclo[3.3.0]oct-2-ene-6-carboxylic acid esters are produced by adding a Brønsted acid to a mixture of a 2-azabicyclo[2.2.1]hept-5-en-3-one and an alcohol, thereby causing these components to react with each other to give a salt of cis-4-amino-2-cyclopentene-1-carboxylic acid ester, then allowing the salt of cis-4-amino-2-cyclopentene-1-carboxylic acid ester thus obtained to react with an amino-protecting group introducing compound in the presence of a base, thereby giving cis-4-N-substituted amino-2-cyclopentene-1-carboxylic acid ester, and then allowing this cis-4-N-substituted amino-2-cyclopentene-1-carboxylic acid ester to react with a hypohalogenite and an aldoxime.

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Mohamed Ikbal, et al., “Synthesis of the two enantiomers of the carbocyclic analog of nicotinamide ribose and analysis of their biological properties”, Eur. J. Med. Chem., vol. 24, XP-002333587, 1989, pp. 415-420.

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