(3R)-1-(benzyloxy)-5-hexen-3-ol -Drug Synthesis Database

【结构式】

【分子编号】42369

【品名】(3R)-1-(benzyloxy)-5-hexen-3-ol

【CA登记号】

【分子式】C₁₃H₁₈O₂

【分子量】206.28472

【元素组成】C 75.69% H 8.8% O 15.51%

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：(III)

Synthesis of intermediate (VII): The condensation of epoxide (I) with vinyl lithium (II) by means of CuCN gives the allylic alcohol (III), which is epoxidated to epoxide (IV). The silylation of (IV) with TBDPSCl and imidazole yields the silyl ether (V), which is condensed with 1,3-dithiane (VI) by means of n-BuLi and protected with TBDPSCl as before to afford the desired intermediate (VII).

参考文献中间体

合成目标

【1】 Guo, J.; et al.; Total synthesis of altohyrtin A (spongistatin 1): Part 1. Angew Chem. Int Ed Engl 1998, 37, 1-2, 187.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	42367	benzyl 2-[(2S)oxiranyl]ethyl ether; (2S)-2-[2-(benzyloxy)ethyl]oxirane		C₁₁H₁₄O₂	详情	详情
(II)	42368	vinyllithium	917-57-7	C₂H₃Li	详情	详情
(III)	42369	(3R)-1-(benzyloxy)-5-hexen-3-ol		C₁₃H₁₈O₂	详情	详情
(IV)	42370	(2S)-4-(benzyloxy)-1-[(2S)oxiranyl]-2-butanol		C₁₃H₁₈O₃	详情	详情
(V)	42371	benzyl (3S)-3-[[tert-butyl(diphenyl)silyl]oxy]-4-[(2S)oxiranyl]butyl ether; ([(1S)-3-(benzyloxy)-1-[(2S)oxiranylmethyl]propyl]oxy)(tert-butyl)diphenylsilane		C₂₉H₃₆O₃Si	详情	详情
(VI)	42372	1,3-dithiane	505-23-7	C₄H₈S₂	详情	详情
(VII)	42373	benzyl (3S,5S)-3,5-bis[[tert-butyl(diphenyl)silyl]oxy]-6-(1,3-dithian-2-yl)hexyl ether; (5S,7S)-5-[2-(benzyloxy)ethyl]-7-(1,3-dithian-2-ylmethyl)-2,2,10,10-tetramethyl-3,3,9,9-tetraphenyl-4,8-dioxa-3,9-disilaundecane		C₄₉H₆₂O₃S₂Si₂	详情	详情

Extended Information