Synthesis of nojirimycin derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 211/46 (2006.01) C07D 211/76 (2006.01) C07D 307/33 (2006.01) C07H 9/04 (2006.01) C07H 15/18 (2006.01)

Patent

CA 2027407

07-27(631)A SYNTHESIS OF NOJIRIMYCIN DERIVATIVES Abstract of the Disclosure 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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