N-[[(5S)-3-(3-fluoro-4-tetrahydro-2H-thiopyran-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide -Drug Synthesis Database

【结构式】

【分子编号】38785

【品名】N-[[(5S)-3-(3-fluoro-4-tetrahydro-2H-thiopyran-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide

【CA登记号】

【分子式】C₁₇H₂₁FN₂O₃S

【分子量】352.4298232

【元素组成】C 57.94% H 6.01% F 5.39% N 7.95% O 13.62% S 9.1%

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)

The known dihydrothiopyran derivative (I) was hydrogenated over PtO2 to produce a mixture of cis tetrahydrothiopyran sulfoxide (II) and sulfide (III), which were separated by column chromatography. Oxidation of sulfide (III) using m-chloroperbenzoic acid then yielded a mixture of cis and trans sulfoxides, from which the title trans isomer was isolated by preparative HPLC.

参考文献中间体

合成目标

【1】 Martin, J.P. Jr.; Barbachyn, M.R.; Poel, T.-J. (Pharmacia Corp.); S-Oxide and S,S-dioxide tetrahydrothiopyran phenyloxazolidinones. EP 1036074; US 6083967; WO 9929688 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	38782	N-([(5S)-3-[3-fluoro-4-(1-oxo-1,2,3,6-tetrahydro-1lambda(4)-thiopyran-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl)acetamide	C₁₇H₁₉FN₂O₄S	详情	详情
(II)	38783	N-([(5S)-3-[3-fluoro-4-(1-oxohexahydro-1lambda(4)-thiopyran-4-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl)acetamide	C₁₇H₂₁FN₂O₄S	详情	详情
(III)	38785	N-[[(5S)-3-(3-fluoro-4-tetrahydro-2H-thiopyran-4-ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide	C₁₇H₂₁FN₂O₃S	详情	详情

Extended Information