4-(benzyloxy)-2-butyn-1-ol -Drug Synthesis Database

【结构式】

【分子编号】61682

【品名】4-(benzyloxy)-2-butyn-1-ol

【CA登记号】

【分子式】C₁₁H₁₂O₂

【分子量】176.21508

【元素组成】C 74.98% H 6.86% O 18.16%

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：(VII)

In an alternative synthesis of (IV), alkylation of propargyl alcohol (V) with benzyl bromide in a two-phase system gives ether (VI). Subsequent addition of paraformaldehyde to the lithium acetylide derived from (VI) furnishes alcohol (VII). Selective reduction of acetylene (VII) to the trans olefin (VIII) is accomplished by means of Red-Al in cold THF. The allylic alcohol (VIII) is then esterified with (4-methoxyphenyl)acetic acid (III) in the presence of DCC to form ester (IV).

参考文献中间体

合成目标

【1】 Koch, G.; Kottirsch, G.; Wietfeld, B.; Kusters, E.; Process development of a dual MMP/TNF inhibitor (SDZ 242-484). Org Process Res Dev 2002, 6, 5, 652.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(III)	34794	(E)-3-chloro-2,3-bis(4-methoxyphenyl)-2-propenal		C₁₇H₁₅ClO₃	详情	详情
(IV)	61681	(E)-4-(benzyloxy)-2-butenyl 2-(4-methoxyphenyl)acetate		C₂₀H₂₂O₄	详情	详情
(V)	16664	Propargyl Alcohol; 2-propyn-1-ol	107-19-7	C₃H₄O	详情	详情
(VI)	16663	benzyl 2-propynyl ether; 1-[(2-propynyloxy)methyl]benzene		C₁₀H₁₀O	详情	详情
(VII)	61682	4-(benzyloxy)-2-butyn-1-ol		C₁₁H₁₂O₂	详情	详情
(VIII)	61683	(E)-4-(benzyloxy)-2-buten-1-ol		C₁₁H₁₄O₂	详情	详情

Extended Information