4-[(E)-2-[(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-5,9-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-3-yl]-1-propenyl]-2-methyl-1,3-thiazol-3-ium-3-olate -Drug Synthesis Database

【结构式】

【分子编号】37962

【品名】4-[(E)-2-[(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-5,9-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-3-yl]-1-propenyl]-2-methyl-1,3-thiazol-3-ium-3-olate

【CA登记号】

【分子式】C₂₆H₃₉NO₇S

【分子量】509.6642

【元素组成】C 61.27% H 7.71% N 2.75% O 21.97% S 6.29%

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 oxidation of epothilon A (I) with m-chlroperbenzoic acid (MCPBA) in dichloromethane gives the corresponding N-oxide (II), which by reaction with acetic anhydride and 2,6-di-tert-butyulpyridine in dichloromethane is converted into 21-O-acetyl epothilon E (III). Finally, this compound is deacetylated with NH3 in methanol.

参考文献中间体

合成目标

【1】 Sefkow, M.; Hofle, G. (Gesellschaft fur Biotechnologische Forschung mbH); Epothilones with a modified side chain. WO 9838192 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	37961	(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione	C₂₆H₃₉NO₆S	详情	详情
(II)	37962	4-[(E)-2-[(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-5,9-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-3-yl]-1-propenyl]-2-methyl-1,3-thiazol-3-ium-3-olate	C₂₆H₃₉NO₇S	详情	详情
(III)	37963	(4-[(E)-2-[(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-5,9-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-3-yl]-1-propenyl]-1,3-thiazol-2-yl)methyl acetate	C₂₈H₄₁NO₈S	详情	详情

Extended Information