Process for producing optically active cyanohydrins

C - Chemistry – Metallurgy – 07 – C

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Details

C07C 255/43 (2006.01) C07C 227/20 (2006.01) C07C 229/34 (2006.01) C07C 253/34 (2006.01) C07C 269/06 (2006.01) C07C 271/22 (2006.01)

Patent

CA 2236117

An optically active cyanohydrin represented by the following general formula (1): Image wherein each of R1 and R2 is a hydrogen atom or an amino- protecting group, and the configurations relating to the carbon atoms at the *2-position and *3-position are as follows: in the case of the carbon atom at the *2-position being in R-configuration, the carbon atom at the *3- position is in S-configuration, and in the case of the carbon atom at the *2-position being in S-configuration, the carbon atom at the *3-position is in R-configuration, can be efficiently produced by crystallizing one of the optically active cyanohydrins while treating a mixture of cyanohydrin diastereomers in the presence of an amine and an organic solvent to change the configuration relating to the carbon atom at the 2-position and thereby cause isomerization.

On isomérise un mélange de diélastomères de cyanohydrine en ce qui concerne l'atome de carbone en position 2 en présence d'une amine et d'un solvant organique tout en séparant l'un des isomères de cyanohydrine à activité optique par cristallisation de manière à obtenir une cyanohydrine de formule générale (1), dans laquelle R1 et R2 représentent chacun H ou un groupe protecteur amino, le composé présentant une configuration S ou R au niveau de l'atome de carbone en position *3, lorsqu'il a une configuration R ou S au niveau de l'atome de carbone en position *2.

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