作者volley (你媽的鐵支)
看板Chemistry
標題Re: 想合成藥品
時間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
我將尋找唯一的靈魂伴侶
得之我幸,不得我命
如此而已
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◆ From: 59.115.180.101
※ 編輯: volley 來自: 59.115.180.101 (10/06 00:06)
1F:推 sword0213:真的嗎?真的嗎?我會試試看的 先謝謝你了 10/06 02:32