Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol deriv

Details Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol deriv Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol deriv

1988-10-03

1990-03-20

Lee, Mary C.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546242, C07D491056, C07D21142

Patent

active

049103105

ABSTRACT:
Novel intermediates and method for the chemical synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives are provided. A preferred intermediate is 1,5-dideoxy-1,5-imino-3, 4-O-isopropylidene-L-fucitol which is used to prepare the HIV inhibitor 1,5-dideoxy-1,5-imino-[N-.omega.-methyl caproate]-L-fucitol. These compounds are prepared in a short synthesis from the known compound 2,3-O-isopropylidene-D-lyxono-1,4-lactone or in a multi-step synthesis from D-galactose.

REFERENCES:
Paulsen et al., Annalen, pp. 1121-1126, Dec. 1988.

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