tert-butyl(diphenyl)silyl (E)-2-penten-4-ynyl ether; tert-butyl[(E)-2-penten-4-ynyloxy]diphenylsilane -Drug Synthesis Database

【结构式】

【分子编号】55456

【品名】tert-butyl(diphenyl)silyl (E)-2-penten-4-ynyl ether; tert-butyl[(E)-2-penten-4-ynyloxy]diphenylsilane

【CA登记号】

【分子式】C₂₁H₂₄OSi

【分子量】320.50646

【元素组成】C 78.7% H 7.55% O 4.99% Si 8.76%

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)

The intermediate boronic ester (IV) has been obtained as follows: the silylation of pent-2-en-4-yn-1-ol (I) with Tbdps-Cl and imidazole gives the silyl ether (II), which is condensed with pinacolborane (III) by means of a Rh catalyst tricyclohexyl phosphine and TEA in cyclohexane to afford the target boronic ester intermediate (IV).

参考文献中间体

合成目标

【1】 Falck, J.R.; Reddy, Y.K.; Asymmetric total synthesis of (+)-fostriecin. Org Lett 2002, 4, 6, 969.

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)	55455	(E)-2-penten-4-yn-1-ol	5557-88-0	C₅H₆O	详情	详情
(II)	55456	tert-butyl(diphenyl)silyl (E)-2-penten-4-ynyl ether; tert-butyl[(E)-2-penten-4-ynyloxy]diphenylsilane		C₂₁H₂₄OSi	详情	详情
(III)	55457	4,4,5,5-Tetramethyl-1,3,2-dioxaborolane; Pinacolborane	25015-63-8	C₆H₁₃BO₂	详情	详情
(IV)	55458	tert-butyl(diphenyl){[(2E,4Z)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,4-pentadienyl]oxy}silane; tert-butyl(diphenyl)silyl (2E,4Z)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,4-pentadienyl ether		C₂₇H₃₇BO₃Si	详情	详情

Extended Information