CAS: 566-19-8; 7-Keto Dehydro Epiandrosterone

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CAS号166173-97-3 5-androsten-7,1... | CAS号53-43-0 去氢表雄酮 | CAS号2487-48-1 雄甾-5-烯-3beta,7b... | CAS号7745-40-6 5-Androsten-3β-... | CAS号853-23-6 醋酸去氢表雄酮 | CAS号1449-61-2 7-酮基醋酸去氢表雄酮 | CAS号1189-85-1 铬酸叔丁酯 | CAS号1420-49-1 雄甾-3,5二烯-7,17-二酮 | CAS号2697-85-0 5-雄烯-3β,7β,17β-三醇 | CAS号2226-65-5 (3S,10R,13S,17S... | CAS号1449-61-2 7-酮基醋酸去氢表雄酮

去氢表雄酮置于air体系中,用 丙酮 作为反应溶剂,以65 %的收率获得产物7-酮基去氢表雄酮
参考文献:由π共轭小分子-氧电荷转移态实现的选择性c(Sp3)-h键有氧氧化
标题:由π共轭小分子-氧电荷转移态实现的选择性c(Sp3)-h键有氧氧化
摘要:由于芳烃和烯烃的高氧化电位,以前的苄基和烯丙基c-H氧化方法必须使用强氧化剂,金属催化剂或自由基引发剂(例如光催化剂或氢原子转移试剂)才能有效.在这里,我们利用氧产生三重自旋电荷转移态,π共轭化合物有效地进入芳烃的三重激发态,然后通过能量转移形成单线态氧,促进c-H键氧化.与以往的氧化不同,这是首次在不使用任何催化剂或添加剂的情况下选择性氧化一系列天然产物和药物分子(27个例子).该转化可以在阳光下进行,产生有价值的不饱和(芳香)酮,并且只产生水作为废物,这符合绿色化学的12条原则中的每一项.
DOI:10.1039/d4Gc02010C

专利信息

专利号:US-4105676-A
优先权日:1975-12-22
标题 :Steroid total synthesis process utilizing a cyanoalkyl a-ring precursor
发明人：COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.

专利号:US-3898264-A
优先权日:1970-08-26
标题:Steroid total synthesis process utilizing a cyanoalkyl A-ring precursor
发明人：COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents gamma -butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an Aring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.

专利号:US-3965138-A
优先权日:1974-03-13
标 题:Steroid total synthesis process utilizing a cyanoalkyl A-ring precursor
发明人：COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.

专利号:US-3898265-A
优先权日:1970-08-26
标 题 :Steriod total synthesis process utilizing a cyanoalkyl A-ring precursor
发明人：COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents gamma -butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normaly labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.

专利号:US-3991084-A
优先权日:1970-08-26
标题 :Steroid total synthesis process utilizing a cyanoalkyl A-ring precursor
发明人：COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.

专利号:US-9982008-B2
优先权日:2012-06-19
标题 :Preparation and uses of obeticholic acid
发明人：STEINER ANDRÉ; WAENERLUND POULSEN HEIDI; JOLIBOIS EMILIE; REWOLINSKI MELISSA; GROSS RALF; SHARP EMMA; DUBAS-FISHER FIONA; EBERLIN ALEX
权利人:INTERCEPT PHARMACEUTICALS INC
摘要:The present invention relates to obeticholic acid: n nor a pharmaceutically acceptable salt, solvate or amino acid conjugate thereof. Obeticholic acid is useful for the treatment or prevention of a FXR mediated disease or condition, cardiovascular disease or cholestatic liver disease, and for reducing HDL cholesterol, for lowering triglycerides in a mammal, or for inhibition of fibrosis. The present invention also relates to processes for the synthesis of obeticholic acid.