N-[(E)-1-(1,3-benzodioxol-5-yl)butylidene]-4-methylbenzenesulfinamide -Drug Synthesis Database

【结构式】

【分子编号】53647

【品名】N-[(E)-1-(1,3-benzodioxol-5-yl)butylidene]-4-methylbenzenesulfinamide

【CA登记号】n/a

【分子式】C₁₈H₁₉NO₃S

【分子量】329.4198

【元素组成】C 65.63% H 5.81% N 4.25% O 14.57% S 9.73%

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：(XXXV)

Addition of n-propylmagnesium chloride to piperonylonitrile (XXXII), followed by sulfinylation of the intermediate (XXXIII) with menthyl p-toluenesulfinate (XXXIV), furnished the sulfinyl imine (XXXV). Diastereoselective reduction of imine (XXXV) with DIBAL gave the desired sulfinamide (XXXVI). Amine (XVII) was then obtained by mild acidic hydrolysis of sulfinamide (XXXVI).

参考文献中间体

合成目标

【1】 Storace, L.; et al.; An efficient large-scale process for the human leukocyte elastase inhibitor, DMP 777. Org Process Res Dev 2002, 6, 1, 54.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XVII)	53631	(1R)-1-(1,3-benzodioxol-5-yl)-1-butanamine; (1R)-1-(1,3-benzodioxol-5-yl)butylamine	n/a	C₁₁H₁₅NO₂	详情	详情
(XXXII)	53644		n/a	C₁₁H₁₂ClMgNO₂	详情	详情
(XXXIII)	53645	(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl 4-methylbenzenesulfinate	n/a	C₁₇H₂₆O₂S	详情	详情
(XXXIV)	53646	1,3-benzodioxole-5-carbonitrile	4421-09-4	C₈H₅NO₂	详情	详情
(XXXV)	53647	N-[(E)-1-(1,3-benzodioxol-5-yl)butylidene]-4-methylbenzenesulfinamide	n/a	C₁₈H₁₉NO₃S	详情	详情
(XXXVI)	53648	N-[(1R)-1-(1,3-benzodioxol-5-yl)butyl]-4-methylbenzenesulfinamide	n/a	C₁₈H₂₁NO₃S	详情	详情

Extended Information