tert-butyl 4-(2-fluoroethyl)-1-piperidinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】43454

【品名】tert-butyl 4-(2-fluoroethyl)-1-piperidinecarboxylate

【CA登记号】

【分子式】C₁₂H₂₂FNO₂

【分子量】231.3106232

【元素组成】C 62.31% H 9.59% F 8.21% N 6.06% O 13.83%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(II)

Alcohol (I) was converted to fluoride (II) by treatment with either diethylaminosulfur trifluoride or the Ishikawa reagent. Subsequent acid cleavage of the Boc protecting group of (III) provided piperidine (VI). Alternatively, alcohol (III) was converted to mesylate (IV), which was displaced with tetrabutylammonium fluoride to afford fluoride (V). The benzamido group of (V) was then hydrolyzed with HCl in aqueous MeOH.

参考文献中间体

合成目标

【1】 Smith, G.P.; Brundish, D.E.; Menear, K.A.; Walker, C.V.; Herold, P.; Fullerton, J.D.; Allen, M.C.; Le Grand, D.M.; Kane, P.D.; Cockcroft, X.-L.; Wathey, W.B.; Butler, P.I.; Hatto, J.D.I.; Hayler, J.D. (Novartis AG); Tetrahydroquinoline inhibitors of trypsin and thrombin. GB 2312674 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	43453	tert-butyl 4-(2-hydroxyethyl)-1-piperidinecarboxylate	C₁₂H₂₃NO₃	详情	详情
(II)	43454	tert-butyl 4-(2-fluoroethyl)-1-piperidinecarboxylate	C₁₂H₂₂FNO₂	详情	详情
(III)	43455	[4-(2-hydroxyethyl)-1-piperidinyl](phenyl)methanone	C₁₄H₁₉NO₂	详情	详情
(IV)	43456	2-(1-benzoyl-4-piperidinyl)ethyl methanesulfonate	C₁₅H₂₁NO₄S	详情	详情
(V)	43457	[4-(2-fluoroethyl)-1-piperidinyl](phenyl)methanone	C₁₄H₁₈FNO	详情	详情
(VI)	28517	4-(2-fluoroethyl)piperidine	C₇H₁₄FN	详情	详情

Extended Information