[(3S)-5-(benzyloxy)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-yl]methanol -Drug Synthesis Database

【结构式】

【分子编号】41224

【品名】[(3S)-5-(benzyloxy)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-yl]methanol

【CA登记号】

【分子式】C₂₁H₂₆O₃

【分子量】326.43564

【元素组成】C 77.27% H 8.03% O 14.7%

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：(S)-(VII)

The enantiomers of the title product have been obtained by optical resolution of the racemic hydroxymethyl compound (rac)-(VII) by means of "Candida cylindracea" and vinyl acetate to give (S)-(VII) and (R)-(VII). Finally both chiral intermediates are condensed with 1-methylpiperazine (IX) and debenzylated by hydrogenation with H2 over Pd/C in ethanol/HOAc for the racemic mixture (rac)-(VII).

参考文献中间体

合成目标

【1】 Petty, M.A.; Marciniak, G.; Design and biological evaluation of new antioxidants for use in cerebrovascular disorders. Drugs Fut 1996, 21, 10, 1037.
【2】 Ayers, T.A.; Schnettler, R.A.; Marciniak, G.; Krysan, D.J. (Hoechst Marion Roussel Inc.); Novel process for preparing derivatives of 2,2,4,6,7-pentaalkyl-2,2-dihydrobenzofuranols. EP 0813530 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(rac)-(VII)	30773	[5-(benzyloxy)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-yl]methanol		C₂₁H₂₆O₃	详情	详情
(S)-(VII)	41224	[(3S)-5-(benzyloxy)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-yl]methanol		C₂₁H₂₆O₃	详情	详情
(R)-(VII)	41225	[(3R)-5-(benzyloxy)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-yl]methanol		C₂₁H₂₆O₃	详情	详情
(IX)	10061	1-Methylpiperazine; 1-Methyl piperazine; N-Methylpiperazine	109-01-3	C₅H₁₂N₂	详情	详情

Extended Information