作者volley (你妈的铁支)
看板Chemistry
标题Re: 想合成药品
时间Thu Oct 6 00:06:05 2005
the following description is just my thought.
1. to run retrosynthetic analysis.
(1) to cut the furan and indazole linkage first.
(2) functional group transformation, the hydroxymethylfurane could be
made from corresponding aldehyde.
(3) the indazole functionalization is from simple Sn2 reaction of
1H-indazole and benzyl bromide.
2. the possible synthetic strategy.
(1) 1H-indazole is brominated to give 3-bromoindazole.
(2) deprotonation of bromoindazole by NaH followed by Sn2 reaction with
benzyl bromide gives N-benzyl-bromoindazole.
(3) 2,5-dibromofuran is lithiated by 1 eq. of BuLi first, then the mix-
ture is reacted with DMF to give 5-bromo-furan-2-carbaldehyde.
(4) to protect the aldehyde by acetal.
(5) to treat the acetal by BuLi first, and followed by addition of tri-
methylborate and acidic quench to give the corresponding furan-
boronic acid.
(6) to run Suzuki coupling of furan-boronic acid and bromo-indazole.
(7) to reduce the aldehyde to yield the final product.
--
在茫茫人海中
我将寻找唯一的灵魂伴侣
得之我幸,不得我命
如此而已
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※ 编辑: volley 来自: 59.115.180.101 (10/06 00:06)
1F:推 sword0213:真的吗?真的吗?我会试试看的 先谢谢你了 10/06 02:32