(1S,3R,9S,10R,13S,14S,17S)-1-(acetoxy)-17-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate -Drug Synthesis Database

【结构式】

【分子编号】11734

【品名】(1S,3R,9S,10R,13S,14S,17S)-1-(acetoxy)-17-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

【CA登记号】

【分子式】C₃₀H₄₆O₆

【分子量】502.69164

【元素组成】C 71.68% H 9.22% O 19.1%

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：(XXII)

5) The acetylation of 20(S)-(3-hydroxy-3-methylbutoxy)pregna-5,7-diene-1alpha,3beta-diol (XXI) with acetic anhydride and dimethylaminopyridine (DMAP) in pyridine gives the 1alpha,3beta-diacetoxy derivative (XXII), which was submitted to UV irradiation with a 400 W high-pressure mercury lamp in THF yielding the corresponding 22-oxavitamin D3 derivative (XXIII). Finally, this compound is deacetylated by a treatment with KOH in methanol.

参考文献中间体

合成目标

【1】 Leeson, P.A.; Martel, A.M.; Castaner, J.; 22-Oxacalcitriol. Drugs Fut 1996, 21, 12, 1229.
【2】 Mikami, T. (Chugai Pharmaceutical Co. Ltd.); Vitamin D deriv. and process for producing the same. WO 9408958 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XXI)	11733	(1S,3R,9S,10R,13S,14S,17S)-17-[(1S)-1-(3-Hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3-diol	C₂₆H₄₂O₄	详情	详情
(XXII)	11734	(1S,3R,9S,10R,13S,14S,17S)-1-(acetoxy)-17-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate	C₃₀H₄₆O₆	详情	详情
(XXIII)	11735	(1R,5S)-3-((Z)-2-[(1S,3aS,7aS)-1-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-7a-methyloctahydro-4H-inden-4-ylidene]ethylidene)-5-(acetoxy)-4-methylenecyclohexyl acetate	C₃₀H₄₆O₆	详情	详情

Extended Information