CAS: 1912-63-6; Androsta-3,5-Dien-17-One

上下游产品

Trifluoro-methanesulfonic acid 10,13-dimethyl-17-oxo-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 3,17-Dioxo-androsten-5 dehydroepiandrosterone (3S,8R,9S,10R,13S,14S)-3-Chloro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-cyclopenta[a]phenanthren-17-one 5alpha-androstan-17-one androstadien-(3.5)-one-(17)-oxime 3-(m-chlorobenzoyloxy)androsta-3,5-dien-17-one 3α,4α;5β,6β-diepoxyandrostan-17-one

📜睾酮置于吡啶,Chromium(Vi) Oxide,Lithium Aluminium Tetrahydride,氯化亚砜,Lithium Tri-(Tert-Butoxy)Aluminum Hydride体系中,用 四氢呋喃,乙醚,苯 用作溶剂,化学反应 57.42H,反应生成雄甾-3,5-二烯-17-酮
参考文献:对类固醇a环烯烃合成的见解
标题:对类固醇a环烯烃合成的见解
摘要:经典合成,随后是甾体的纯化甲形环δ 1烯烃,5 α-雄甾-1-烯-17-酮(5)中,从δ 1-3酮烯酮,(5 α,17 β)-3-氧代-5-雄甾-1-烯-17-基乙酸酯(1),通过涉及δ的反应的策略1-3-羟基烯丙基醇,3-β羟基-5-α-雄甾-1-烯-17-β基乙酸酯(2)中,用的socl 2,是为了重新制备和生物学评价5作为乳腺癌的芳香化酶抑制剂.令人惊讶地,随后策略也得到同分异构的δ 2烯烃6作为副产物,这只能NMR分析的基础上被检测到.纯化和检测程序的优化使我们可以达到化合物5生物学检测所需的96%纯度.相同的合成策略应用于,使用δ 4-3-酮烯酮,3-氧代雄甾-4-烯-17-β-基乙酸甲酯(8),作为起始原料,以制备有效的芳香酶抑制剂δ 4烯烃,雄甾‐4‐en‐17‐一(15).出乎意料的是,另一种芳香化酶抑制剂δ3,5形成了二烯,Rost-3,5-Dien-
Doi:10.1002/hlca.201300082

专利信息

专利号:US-5565588-A
优先权日:1986-10-10
标题:9-alpha-hydroxy steroids, process for their preparation, process for the preparation of the corresponding 9(11)-dehydro derivatives and pharmaceutical preparations containing said steroids
发明人：BATIST JACOBUS N M; MARX ARTHUR F; VAN ZOEST WILLEM J; KAPUR JAGDISH C
权利人:ROUSSEL UCLAF
摘要:New 9-alpha-hydroxy steroids are prepared by the introduction of substituents on the D-ring of 9-alpha-hydroxy-androst-4-ene-3,17-dione. n The resulting compounds are useful intermediates in the synthesis of corticosteroids.

专利号:US-5502183-A
优先权日:1992-01-28
标 题 :Steroid intermediates and processes for their preparation
发明人：ANDREWS DAVID R; SUDHAKAR ANANTHA R
权利人:SCHERING CORP
摘要:PCT No. PCT/US93/00211 Sec. 371 Date Jul. 25, 1994 Sec. 102(e) Date Jul. 25, 1994 PCT Filed Jan. 26, 1993 PCT Pub. No. WO93/15103 PCT Pub. Date Aug. 5, 1993.Novel steroids having a 9 alpha -hydroxy or a 9 alpha -carbonate substituent can be prepared from 9 alpha -hydroxyandrostenedione and can be utilized in the synthesis of commercially valuable corticosteroids such as betamethasone. The 9 alpha -carbonates are prepared by reaction of the corresponding 9 alpha -hydroxy steroid with a sequence of excess base, trialkylsilyl chloride, alkyl haloformate and alkanol or by using excess base, alkyl haloformate and alkoxide. 9 alpha -Carbonate-17-keto compounds can be treated with lithium acetylide and a lithium salt to afford the corresponding 17 alpha -ethynyl-17 beta -hydroxy-9 alpha -carbonate. This compound is then esterified with a novel series of reagents to give the 17-ester which can be reduced the corresponding 17-allene. Oxidation of this allene to the bis-epoxide compound, followed by treatment with an alkali metal salt of a carboxylic acid under phase transfer conditions gives the 17 alpha -hydroxy 21-ester 9 alpha -carbonate. Elimination of the 9 alpha -carbonate group affords the a 17 alpha -hydroxy, 9(11)ene, which in a few subsequent steps can be converted to a variety of commercially important corticosteroids. Novel 9 alpha -carbonate compounds are prepared in the various reaction steps.