Synthesis of spectinomycin analogs by an improved Grignard proce

Details Synthesis of spectinomycin analogs by an improved Grignard proce Synthesis of spectinomycin analogs by an improved Grignard proce

1984-02-08

1986-03-25

Love, Ethel G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D32304

Patent

active

045784850

ABSTRACT:
The invention concerns a method for the synthesis of 6'-ethyl spectinomycin and analogs thereof, including intermediates utilized in the method. The method comprises converting an enamine by a Grignard addition to various novel dienones not hitherto known. The dienones are then hydrogenated and deblocked to obtain 6'-ethyl spectinomycin and analogs thereof. The 6'-ethyl spectinomycin and analogs thereof prepared by the invention exhibit especially good antibacterial activity.

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Greene, T. W., Protective Groups in Organic Synthesis, Wiley (1981).
McOmie, J. F., Protective Groups in Organic Chemistry, Plenum Press (1973).

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