Process for producing optically active 2-[6-(hydroxymethyl)-1,3-dioxan-4-yl]acetic acid derivatives

   
   

This invention provides a process for producing optically active 2-[6-(hydroxymethyl)-1,3-dioxan-4-yl]acetic acid derivatives, which are of value as intermediates of drugs, from inexpensive starting materials without using any special equipment such as that required for super-low temperature reactions. A process for producing optically active 2-[6-(hydroxymethyl)-1,3-dioxan-4-yl]acetic acid derivatives which comprises

    • reacting an acetic acid derivative at a temperature of not less than -30 C. with an enolate prepared by permitting either a base or a metal having a valency of 0 to act on the derivative to produce a hydroxyoxohexanoic acid derivative,
    • reducing this compound with the aid of a strain of microorganism to provide a halomethyldioxanylacetic acid derivative,
    • treating this compound with an acetalizing agent in the presence of an acid catalyst to provide a halomethyl-dioxanylacetic acid derivative,
    • reacted with an acyloxylating agent to provide a acyloxymethyldioxanylacetic acid derivative, and
    • subjecting this compound to solvolysis in the presence of a base.
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