Synthesis of N-substituted 1,5-dideoxy-1,5-imino-L-fucitol derivatives
US4910310A · kind A · utility
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Key dates
| Filing date | Oct 3, 1988 |
| Grant date | Mar 20, 1990 |
| Priority date | — |
| Expiry date | Oct 3, 2008 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D211/46
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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.
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