Process for preparing a keto-phosphonate intermediate useful in

Details Process for preparing a keto-phosphonate intermediate useful in Process for preparing a keto-phosphonate intermediate useful in

1988-04-29

1989-02-14

Shaver, Paul F.

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

Organic compounds

Silicon containing

C07F 708, C07F 718

Patent

active

048047708

ABSTRACT:
A process is provided for preparing the keto-phosphonate ##STR1## in enantiomerically homogeneous form, by reacting the anhydride ##STR2## with S-.alpha.-methylbenzylamine to effect diastereoselective opening of the anhydride to give a mixture of amides ##STR3## separating the amides, for example, by frictional crystallization, and converting the desired amide IVA (which is obtained in high yield from the anhydride) to enantiomerically homogeneous ketophosphonate in high yield and on a large scale.
The so-formed ketophosphonate is useful in the synthesis of compactin as well as 7-substituted-(3,5-dihydroxy)-hept-6-enoic and -heptanoic acid HMG-CoA reductase inhibitors.

REFERENCES:
patent: 4093641 (1978-06-01), Plueddemann
patent: 4721800 (1988-01-01), Chapman et al.

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