9-alpha,11-alpha-Epoxy-3-oxopregn-4-ene-21,17-carbolactone -Drug Synthesis Database

【结构式】

【分子编号】18048

【品名】9-alpha,11-alpha-Epoxy-3-oxopregn-4-ene-21,17-carbolactone

【CA登记号】

【分子式】C₂₂H₂₈O₄

【分子量】356.46192

【元素组成】C 74.13% H 7.92% O 17.95%

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：(XXIII)

Alternatively, lactone (XVIII) obtained from enol ether (XIV) as in the Scheme 3, was epoxidized to give (XXIII), which was dehydrogenated using either DDQ or chloranil to afford dienone (XXIV). Conversion to enamine (XXV), then hydrolysis to diketone (XXVI), and ring opening with NaOMe furnished eplerenone.

参考文献中间体

合成目标

【1】 Ng, J.S.; Wang, P.T.; Baez, J.A.; Liu, C.; Anderson, D.K.; Lawson, J.P.; Erb, D.; Wieczorek, J.; Mucciariello, G.; Vanzanella, F.; Kunda, S.A.; Letendre, L.J.; Pozzo, M.J.; Sing, Y.-L.L. (Pharmacia Corp.); Process for preparation of 7 alpha-carboxyl 9,11-epoxy steroids and intermediates useful therein and a general process for the epoxidation of olifinic double bonds. WO 9721720 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XIV)	18040	(8S,10R,13S,14S)-3-methoxy-10,13-dimethyl-1,2,7,8,10,12,13,14,15,16-decahydro-17H-cyclopenta[a]phenanthren-17-one	C₂₀H₂₆O₂	详情	详情
(XV)	18041	3-Methoxyspiro[androsta-3,5,9(11)-triene-17(S),2'-oxirane]	C₂₁H₂₈O₂	详情	详情
(XVI)	18042	21-(Ethoxycarbonyl)-3-methoxypregan-3,5,9(11)-triene-21,17-carbolactone	C₂₆H₃₄O₅	详情	详情
(XVII)	18043	3-Methoxypregna-3,5,9(11)-triene-21,17-carbolactone	C₂₃H₃₀O₃	详情	详情
(XVIII)	18044	3-Oxopregna-4,9(11)-diene-21,17-carbolactone	C₂₂H₂₈O₃	详情	详情
(XXIII)	18048	9-alpha,11-alpha-Epoxy-3-oxopregn-4-ene-21,17-carbolactone	C₂₂H₂₈O₄	详情	详情
(XXIV)	18049	9-alpha,11-alpha-Epoxy-3-oxopregna-4,6-diene-21,17-carbolactone	C₂₂H₂₆O₄	详情	详情
(XXV)	18050	4'-Amino-5-beta-cyano-9-alpha,11-alpha-epoxy-7-alpha,4-metheno-3-oxo-17-alpha-pregnane-21,17-carbolactone	C₂₄H₂₈N₂O₄	详情	详情
(XXVI)	18051	5-beta-Cyano-9-alpha,11-alpha-epoxy-4,7-alpha-methano-3,4'-dioxo-17-alpha-pregnane-21,17-carbolactone	C₂₄H₂₇NO₅	详情	详情

Extended Information