发明名称 |
Synthesis of mannojirimycin derivatives |
摘要 |
alpha -Homojirimycin and 6-dpi-homojirimycin are each synthesized from 2-azido-2-deoxy-3,4:6,7-di-O- isopropylidene-D-glydero-D-talo-heptono-1,5-lactone in which the side chain acetonide is hydrolyzed to give the corresponding diol which is then protected with a silyl protecting agent to form a silyl ether. The latter compound is used as a divergent intermediate in which the piperidine ring is formed by joining the nitrogen function at C-2 to C-6 (A) with inversion of configuration at C-6 to form 6-epi-homomannojirimycin or (B) with retention of configuration at C-6 to form alpha -homomannojirimycin.
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申请公布号 |
US5136036(A) |
申请公布日期 |
1992.08.04 |
申请号 |
US19900628528 |
申请日期 |
1990.12.17 |
申请人 |
MONSANTO COMPANY |
发明人 |
FLEET, GEORGE W. J.;BRUCE, IAN |
分类号 |
C07D487/04;C07D491/22;C07D493/04;C07F7/18 |
主分类号 |
C07D487/04 |
代理机构 |
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地址 |
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