CAS: 21800-83-9; D-Ethylgonendione

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CAS号2322-77-2 沃氏物 | CAS号160683-92-1 13-ethyl-gona-4... | CAS号797-63-7 左炔诺孕酮 | CAS号144-55-8 碳酸氢钠 | CAS号76739-55-4 13β-ethyl-3-met... | CAS号793-55-5 (8R,9S,10R,13S,... | CAS号848-04-4 乙基三烯酮 | CAS号6544-68-9 甲基雌酚酮 | CAS号60282-87-3 孕二烯酮 | CAS号60919-46-2 13beta-乙基-15alp... | CAS号3625-82-9 18-methylestrad... | CAS号53067-82-6 11A-羟基-18-甲基雌甾-...

左炔诺孕酮置于celite,Silver Carbonate体系中,用 甲苯 用作溶剂,以98%的收率获得18-甲基-4-雌烯-3,17-二酮
参考文献:Preparative Chemical Methods For Aromatization Of 19-Nor-δ4-3-Oxosteroids
标题:Preparative Chemical Methods For Aromatization Of 19-Nor-δ4-3-Oxosteroids
摘要:Two Preparative Chemical Methods For Aromatization Of 19-Nor-Delta(4)-3-Oxosteroids Are Described. The First Method Consists Of An Oxidative Aromatization Of 19-Nor-Delta(4)-3-Oxosteroids With Iodine-Eerie Ammonium Nitrate In Methanol To Give A Mixture Of 3-Methoxy Ring-A Aromatized Derivatives Consisting Of The Desired Product,The Delta(9,11) Derivative,The 6-Oxo Derivative As Well As Some Ring-A Iodinated Material. Conversion Of This Material To A Mixture Of The 3-Methoxy Ring-A Aromatized Derivative And Its 6-Oxo Derivative Was Achieved By Catalytic Hydrogenation. Finally,Reduction Of The 6-Oxo Function With Triethylsilane In Trifluoroacetic Acid Gave The 3-Methoxy-17-Trifluoroacetate Ring-A Aromatized Derivative As A Single Product. In The Second Method,Reaction Of 19-Nor-Delta(4)-3-Oxosteroids With Copper(II) Bromide In Acetonitrile At Room Temperature Resulted In Aromatic Steroids In A Single Step In Excellent Yields. The Second Method Was Used In The First Practical Chemical Synthesis Of A 6-Dehydroestrogen From A 19-Nor-Delta(4,6)-3-Oxosteroid.
Doi:10.1016/0039-128X(94)90017-5

专利信息

专利号:US-9422326-B2
优先权日:2012-09-04
标 题:Process for preparing 11-methylene-18-methyl-estr-4-en-3, 17-dione, useful as intermediate compound for the synthesis of molecules having pharmacological activity
发明人：LENNA ROBERTO; MARIANI EDOARDO; VANOSSI ANDREA
权利人:IND CHIMICA SRL
摘要:There is described a process for the industrial synthesis of 11-methylene-18-methyl-estr-4-en-3,17-dione, a compound having the structure formula (I) depicted below: (Formula I) (I) useful as intermediate compound in the synthesis of the progestin compounds Desogestrel and Etonogestrel.

专利号:US-4045452-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 wasl heretofore found necessary in previous steroid total synthesis processes.

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-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-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-3960896-A
优先权日:1973-05-24
标题:Aryl ketals of polycyclic oxo compounds and processes
发明人：ROSENBERGER MICHAEL; SAUCY GABRIEL
权利人:HOFFMANN LA ROCHE
摘要:The intermediates and processes of this disclosure provide a new stereo-specific total synthesis of steroidal materials having known valuable pharmacological properties. A fundamental feature of this diclosure is the utilization of aryl ketals, preferably phenylenedioxy ketals derived from catechol as protective groups for oxo moieties in the polycyclic intermediates used in the aforesaid total synthesis.