Optically active bicyclic imino-alpha-carboxylic esters

Details Optically active bicyclic imino-alpha-carboxylic esters Optically active bicyclic imino-alpha-carboxylic esters

1987-03-09

1989-04-18

Springer, David B.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20942, C07D20944, C07D20952

Patent

active

048228940

ABSTRACT:
The invention relates to a process for resolving racemic mixtures of bicyclic imino-.alpha.-carboxylic esters into the components by crystallization of diastereomeric salts, which comprises preparing the salts of the racemic esters with optically active N-acylated R- or S-amino carboxylic acids which contain a phenyl nucleus, recrystallizing them from an organic solvent, decomposing the precipitated, optically homogeneous diastereomeric salts in a manner known per se, and isolating the enantiomers and, where appropriate, converting the latter into the free acids by hydrolysis in a manner known per se. The invention also relates to optically pure compounds of the formula ##STR1## and to diastereomeric salts of these compounds, in which two of the radicals A, B.sup.1, B.sup.2 and C form a carbon chain and the others denote hydrogen, and R is an esterifying group.

REFERENCES:
patent: 4374847 (1983-02-01), Gruenfeld
patent: 4508729 (1985-04-01), Vincent et al.
patent: 4587258 (1986-05-01), Gold et al.
Chem. Abst. 49/1955/3009C.
Quarterly Reviews 25: 323-341 (1971).

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