(6S,7R,8R,12Z,15R,16E)-15-amino-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-((4,4,4-trichlorobutanoyl)oxy)heptadeca-12,16-dienoic acid -Drug Synthesis Database

【结构式】

【分子编号】67177

【品名】(6S,7R,8R,12Z,15R,16E)-15-amino-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-((4,4,4-trichlorobutanoyl)oxy)heptadeca-12,16-dienoic acid

【CA登记号】　

【分子式】C₃₀H₄₅Cl₃N₂O₇S

【分子量】684.121

【元素组成】C 52.67% H 6.63% Cl 15.55% N 4.09% O 16.37% S 4.69%

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：(XVI)

参考文献中间体

合成目标

【1】 Chappel MD, Stachel SJ, Lee CB, et al.2000. En route to a plant scale synthesis of the promising antitumor agent 12,13-desoxyepothilone B. Org Lett,2: 1633～1636.
【2】 Harris CR, Kuduk SD, Balog A, et al. 1999. New chemical synthesis of the promising cancer chemotherapeutic agent 12,13-desoxyepothilone B: discovery of a surprising long-range effect on the diastereoselectivity of an aldol condensation. J Am Chem Soc, 121: 7050～7062.
【3】 Stachel SJ, Lee CB,Spassova M, et al, 2001. On the interactivity of complex synthesis and tumor pharmacology in the drug discovery process: total synthesis and comparative in vivo evaluations of the 15-azaepothilones. J Org Chem, 66: 4369～4378.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	26239	tert-butyl 4,4-dimethyl-3,5-dioxoheptanoate	C₁₃H₂₂O₄	详情	详情
(II)	26240	tert-butyl (Z)-3-methoxy-4,4-dimethyl-5-oxo-2-heptenoate	C₁₄H₂₄O₄	详情	详情
(III)	26242	tert-butyl (2Z,6R,7S,8S)-7-hydroxy-3-methoxy-4,4,6,8-tetramethyl-5-oxo-2,10-undecadienoate	C₂₀H₃₄O₅	详情	详情
(IV)	26243	tert-butyl (2Z,6R,7S,8S)-3-methoxy-4,4,6,8-tetramethyl-5-oxo-7-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-2,10-undecadienoate	C₂₃H₃₅Cl₃O₇	详情	详情
(V)	67166	(S)-4-benzyl-3-(2-((triethylsilyl)oxy)acetyl)oxazolidin-2-one	C₁₈H₂₇NO₄Si	详情	详情
(VI)	67167	(4S)-4-benzyl-3-((Z)-5-iodo-2-((triethylsilyl)oxy)hex-4-enoyl)oxazolidin-2-one	C₂₂H₃₂INO₄Si	详情	详情
(VII)	67168	(S,Z)-N-ethyl-5-iodo-N-methyl-2-((triethylsilyl)oxy)hex-4-enamide	C₁₄H₂₈INO₃Si	详情	详情
(VIII)	67169	(S,Z)-6-iodo-3-((triethylsilyl)oxy)hept-5-en-2-one	C₁₃H₂₅IO₂Si	详情	详情
(IX)	67170	4-((S,1E,5Z)-6-iodo-2-methyl-3-((triethylsilyl)oxy)hepta-1,5-dien-1-yl)-2-methylthiazole	C₁₈H₃₀INOSiS	详情	详情
(X)	67171	(S,1E,5Z)-6-iodo-2-methyl-1-(2-methylthiazol-4-yl)hepta-1,5-dien-3-ol	C₁₂H₁₆INOS	详情	详情
(XI)	67172	4-((S,1E,5Z)-3-azido-6-iodo-2-methylhepta-1,5-dien-1-yl)-2-methylthiazole	C₁₂H₁₅IN₄S	详情	详情
(XII)	67173	(2Z,6S,7R,8R,12Z,15R,16E)-tert-butyl 15-azido-3-methoxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-((4,4,4-trichlorobutanoyl)oxy)heptadeca-2,12,16-trienoate	C₃₅H₅₁Cl₃N₄O₇S	详情	详情
(XIII)	67174	(2Z,6S,7R,8R,12Z,15R,16E)-tert-butyl 15-((tert-butoxycarbonyl)amino)-3-methoxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-((4,4,4-trichlorobutanoyl)oxy)heptadeca-2,12,16-trienoate	C₄₀H₆₁Cl₃N₂O₉S	详情	详情
(XIV)	67175	(6S,7R,8R,12Z,15R,16E)-tert-butyl 15-((tert-butoxycarbonyl)amino)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-3,5-dioxo-7-((4,4,4-trichlorobutanoyl)oxy)heptadeca-12,16-dienoate	C₃₉H₅₉Cl₃N₂O₉S	详情	详情
(XV)	67176	(6S,7R,8R,12Z,15R,16E)-1-(tert-butoxy)-15-((tert-butoxycarbonyl)amino)-1-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-3,5-dioxoheptadeca-12,16-dien-7-yl 4,4,4-trichlorobutanoate	C₃₉H₆₁Cl₃N₂O₉S	详情	详情
(XVI)	67177	(6S,7R,8R,12Z,15R,16E)-15-amino-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-((4,4,4-trichlorobutanoyl)oxy)heptadeca-12,16-dienoic acid	C₃₀H₄₅Cl₃N₂O₇S	详情	详情
(XVII)	67178	(4R,7S,8R,9R,16R)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-2,6-dioxoazacyclohexadec-13-en-8-yl 4,4,4-trichlorobutanoate	C₃₁H₄₅Cl₃N₂O₅S	详情	详情
(XVIII)	67179	4,8-dihydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)azacyclohexadec-13-ene-2,6-dione	C₂₇H₄₂N₂O₄S	详情	详情

Extended Information