Method for synthesis of deoxymannojirimycin

Details Method for synthesis of deoxymannojirimycin Method for synthesis of deoxymannojirimycin

1988-09-26

1989-08-29

Bond, Robert T.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546214, 546 14, A61K 31445, C07D21142

Patent

active

048618926

ABSTRACT:
A method is disclosed for the chemical synthesis of 1,5-dideoxy-1,5-imino-D-mannitol or 1,5-dideoxy-1,5-imino-L-mannitol from, respectively, 2,3-O-isopropylidene-L-gulono-.gamma.-lactone or 2,3-O-isopropylidene-D-gulono-.gamma.-lactone which comprises carrying out interconversion between the L-gulono and D-mannono forms or between the D-gulono and L-mannono forms, respectively, and connecting of C-1 to C-5 by nitrogen.

REFERENCES:
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Leontine et al., Chem. Absts. 98; 72630 (1983).
Hulyalkar and Jones, Can. J. Chem. 41, 1898-1904 (1963).
Niwa et al., J. Antibiotics XXXVII(12), 1579`1586 (1984).
Iida et al., "J. Org. Chem.", (1987) vol. 52, pp. 3337-3342.

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