Menthyl 2,2-dimethylcyclopropanecarboxylate and resolution of th

Details Menthyl 2,2-dimethylcyclopropanecarboxylate and resolution of th Menthyl 2,2-dimethylcyclopropanecarboxylate and resolution of th

1983-09-19

1984-12-11

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

C07C 6974

Patent

active

044879563

ABSTRACT:
An ester obtained from 2,2-dimethylcyclopropanecarboxylic acid and optically active menthol, represented by the formula, ##STR1## is effectively resolved into diastereomers, which upon hydrolysis give optically active 2,2-dimethylcyclopropanecarboxylic acid.
Unnecessary diastereomeric ester, remained after resolution, can be epimerized selectively on the acid moiety.
Combination of the resolution and the epimerization provides an efficient method for production of optically active 2,2-dimethylcyclopropanecarboxylic acid.

REFERENCES:
Andrist, Chem. Abst., 89: 129076w (1978).
Eliel, Stereochemistry of Carbon Compounds," pp. 49-63 (1962).

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