Novel carboxylic acid derivatives and process for producing...

C - Chemistry – Metallurgy – 07 – C

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C07C 51/373 (2006.01) C07C 62/26 (2006.01) C07C 65/40 (2006.01) C07C 69/757 (2006.01) C07D 235/02 (2006.01) C07D 339/06 (2006.01) C07D 495/10 (2006.01) C07F 7/18 (2006.01)

Patent

CA 2368454

The present invention relates to compounds which are useful for efficient synthesis of 2-amino-4-oxobicyclo[3.1.0]hexane-2,6-dicarboxylic acids. The compounds according to the present invention comprise 2-oxobicyclo[3.1.0]hexane-6-carboxylic acid derivatives represented by the formula as follows: (see formula 1) [wherein, R1 represents a hydrogen atom, a C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C3-C6 cycloalkyl C1-C6 alkyl group, an aryl group, an aryl C1-C6 alkyl group, a C1-C6 alkoxy C1-C6 alkyl group, a C1-C6 hydroxyalkyl group, a C1-C6 alkylthio C1-C6 alkyl group, a C1-C6 mercaptoalkyl group, a tetrahydrofuranyl group, or a tetrahydropyranyl group; R2 and R3 are identical or different, and each represents a C1-C6 alkyl group, a C3-C6 cycloalkyl group, a C3-C6 cycloalkyl C1-C6 alkyl group, an aryl group, or an aryl C1-C6 alkyl group, or alternatively, R2 and R3 together represent -(CH2)n- (wherein n represents 2 or 3); and Y1 and Y2 are identical or different, and each represents a sulfur atom, an oxygen atom, or a nitrogen atom].

L'invention concerne des composés utiles dans la synthèse efficace d'acide 2-amino-4-oxobicyclo(3.1.0)hexane-2,6-dicarboxylique. Ces composés sont des dérivés d'acide 2-oxobicyclo(3.1.0)hexane-6-carboxylique représentés par la formule (1) où R<1> représente de l'hydrogène, alkyle C1-6, cycloalkyle C3-6, alkyle C1-6 substitué par cycloalkyle C3-6, aryle, alkyle C1-6 substitué par aryle, alkyle C1-6 substitué par alcoxy C1-6, hydroxyalkyle C1-6, alkyle C1-6 substitué par alkylthio C1-6, mercaptoalkyle C1-6, tétrahydrofuranyle, ou tétrahydropyranyle; R<2> et R<3> sont identiques ou différents et représentent respectivement alkyle C1-6, cycloalkyle C3-6, alkyle C1-6 substitué par cycloalkyle C3-6, aryle, ou alkyle C1-6 substitué par aryle, ou R<2> et R<3> ensemble représentent -(CH2)n- (n vaut 2 ou 3). Et Y<1> et Y<2> sont identiques ou différents et représentent du soufre, de l'oxygène ou de l'azote).

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