2-[[tert-butyl(dimethyl)silyl]oxy]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; tert-butyl(dimethyl)silyl 4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl ether -Drug Synthesis Database

【结构式】

【分子编号】48587

【品名】2-[[tert-butyl(dimethyl)silyl]oxy]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; tert-butyl(dimethyl)silyl 4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl ether

【CA登记号】

【分子式】C₁₃H₂₃NOSSi

【分子量】269.48326

【元素组成】C 57.94% H 8.6% N 5.2% O 5.94% S 11.9% Si 10.42%

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：(VIII)

Reaction of 2,3,4,5,6,7-hexahydrothieno[3,2-c]pyridin-2-one p-toluenesulfonate (VII) with TBDMS-Cl and TEA in dichloromethane gives the silylated enol ether (VIII), which is condensed with 1-cyclopropyl-2-chloro-2-(2-fluorophenyl)ethanone (IX) by means of TEA in the same solvent to provide the adduct (X). Finally, this compound is treated with TEA and DMAP and acetylated with Ac2O.

参考文献中间体

合成目标

【1】 Castaner, J.; Mealy, N.E.; Doggrell, S.A.; CS-747 and R-99224. Drugs Fut 2001, 21, 9, 835.
【2】 Yamamoto, Y.; Yokota, N.; Kohno, M.; Ataka, K.; Miyata, H. (Ube Industries, Ltd.); 2-Silyloxytetrahydrothienopyridine, salt thereof and process for preparing the same. US 5874581; WO 9611203 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII)	48585	4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2(3H)-one	178688-48-7	C₇H₉NOS	详情	详情
(VIII)	48587	2-[[tert-butyl(dimethyl)silyl]oxy]-4,5,6,7-tetrahydrothieno[3,2-c]pyridine; tert-butyl(dimethyl)silyl 4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl ether		C₁₃H₂₃NOSSi	详情	详情
(IX)	48588	2-chloro-1-cyclopropyl-2-(2-fluorophenyl)-1-ethanone	178688-43-2	C₁₁H₁₀ClFO	详情	详情
(X)	48589	2-[2-[[tert-butyl(dimethyl)silyl]oxy]-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl]-1-cyclopropyl-2-(2-fluorophenyl)-1-ethanone		C₂₄H₃₂FNO₂SSi	详情	详情

Extended Information