Synthesis of nojirimycin derivatives

Details Synthesis of nojirimycin derivatives Synthesis of nojirimycin derivatives

1992-09-24

1993-09-28

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546243, C07D21136, C07D21140, C07D21154

Patent

active

052487792

ABSTRACT:
Nojirimycin .delta.-lactam and deoxynojirimycin are each synthesized from 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-L-idofuranose as a divergent intermediate by a method which comprises formation of the piperidine ring by connection of nitrogen between C-1 and C-5 with inversion of configuration at C-5 to form nojirimycin .delta.-lactam or between C-2 and C-6 with inversion of configuration at C-2.

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Fleet et al., Tetrahedron 45, 327 (1989).
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