Optically active compounds having plural chiral centers and prod

Details Optically active compounds having plural chiral centers and prod Optically active compounds having plural chiral centers and prod

1995-01-30

1996-11-12

Burn, Brian M.

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

Organic compounds

Carboxylic acid esters

560183, 560184, C07C 6966

Patent

active

055741827

ABSTRACT:
An ester is caused to act on a 2-substituted-3-hydroxycarboxylic acid ester as a racemate in the presence of hydrolase under substantially anhydrous conditions to effect a transesterification resulting in the resolution.
The compound thus resolved is converted to an optically active 2,6-cis-2,5,6-substituted-1,3-dioxan-4-one and the resulting compound is recrystallized to give optically active 5,6-anti-2,5,6-substituted-1,3-dioxan-4-one and 5,6-syn-2,5,6-substituted-1,3-dioxan-4-one. Thus an optically active compound having plural chiral centers.
Further, an optically active 2,5,6-substituted-1,3-dioxan-4-one obtained by transesterification and recrystallization is reacted with an alcohol to produce an optically active 2-substituted-3-hydroxycarboxylic acid ester.

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