Processes for the preparation of desa-androst-9-en-5-ones and desa-pregn-9-en-5-ones
    5.
    发明授权
    Processes for the preparation of desa-androst-9-en-5-ones and desa-pregn-9-en-5-ones 失效
    制备DESA-ANDROST-9-EN-5-ONES和DESA-PREGN-9-EN-5-ONES的方法

    公开(公告)号:US3847945A

    公开(公告)日:1974-11-12

    申请号:US73732968

    申请日:1968-06-17

    申请人: HOFFMANN LA ROCHE

    发明人: USKOKOVIC M

    摘要: 1. A PROCESS FOR THE PREPARATION OF A DESA-ANDROST-9EN-5-ONE OF THE FORMULA:

    2-R3,3-R1,3-R2,3A,6-DI(H3C-),7-(O=),X-PERHYDRO-5A,6-

    DIDEHYDRO-BENZ(E)INDENE

    WHEREIN R1 IS HYDROXY, LOWER ALKANOYLOXY, CARBOXYLOWERALKANOYLOXY, BENZOYLOXY, TETRAHYDROPYRANYLOXY, BENZYLOXY, BENZHYDRYLOXY, TRITYLOXY, ALLYLOXY, OR LOWER ALKOXYLOWER ALKOXY; R2 IS HYDROGEN OR LOWER ALKYL; R1 AND R2 TAKEN TOGETHER ARE SELECTED FROM THE GROUP CONSISTING OF (17B-OH, 17A-LOWER ALKANOIC ACID LACTONE), LOWER ALKYLENEDIOXY AND OXO; R3 IS HYDROGEN, LOWER ALKYL, HYDROXY, LOWER ALKANOYLOXY, CARBOXYLOWERALKANOYLOXY, BENZOYLOXY, TETRAHYDROPYRANYLOXY, BENZYLOXY, BENZHYDRLOXY, TRITYLOXY, ALLYLOXY, OR LOWER ALKOXY-LOWER ALKOXY; AND X IS A SUBSTITUENT IN THE 6- OR 7-POSITION SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, LOWER ALKYL, LOWER ALKYLTHIO, LOWER ALKANOYLTHIO AND HALOGEN; COMPRISING ESTERIFYING AN 11-HYDROXY-ANDROST-4-EN-3-ONE HAVING THE FORMULA:

    3-(O=),11-(HO-),16-R3,17-R1,17-R2-ANDROSTAN-4(5)-ENE

    WHERE R1,R2,R3 AND X ARE AS ABOVE; TO FORM A LEAVING GROUP IN THE 11-POSITION SELECTED FROM THE GROUP CONSISTING OF TOLUENE SULFONATE, LOWER ALKYL SULFONATE AND NITROPHENYL SULFONATE; SUBJECTING THE RESULTING ANDROST-4-EN-3-ONE WITH THE LEAVING GROUP IN THE 11-POSITION TO OXIDATIVE RING OPENING TO FORM THE CORRESPONDING 5 - OXO - 11 - (LEAVING GROUP)-3,5-SECOA-NORANDROSTAN-3OIC ACID, FORMING AN ALKAI METAL SALT OF SAID ACID; AND PYROLYZING SAID ALKALI METAL SALT BY HEATING SAID ALKALI METAL SALT TO A TEMPERATURE OF ABOUT 200*C. TO ABOUT 350* C. TO FORM SAID DESA-ANDROST-9-EN-5-ONE.

    Synthesis of chalcogenated polyacenes
    8.
    发明授权
    Synthesis of chalcogenated polyacenes 失效
    聚合聚合物的合成

    公开(公告)号:US3723417A

    公开(公告)日:1973-03-27

    申请号:US3723417D

    申请日:1971-06-01

    申请人: EASTMAN KODAK CO

    发明人: PEREZ-ALBERNE E

    CPC分类号: C07D495/06 C07D327/00

    摘要: Chalcogenated polyacenes including organic semiconductors such as tetrathiotetracene, tetraselenotetracene, and hexathiopentacene are produced by reaction of a polyacene with elemental sulfur, selenium, and tellurium in the presence of nitrogen-containing hot solvents, preferably alkylated amides. N, N-dimethylformamide is the preferred solvent. The disclosed method of synthesis produces substituted polyacenes of high yield and purity in considerably shorter reaction times than achievable by prior art methods.

    摘要翻译: 通过在含氮热溶剂(优选烷基化酰胺)的存在下,多并苯与元素硫,硒和碲的反应来制备包括有机半导体如硫代四烯,四硒基四苯和六硫代戊烯的硫属化多烯烃。 N,N-二甲基甲酰胺是优选的溶剂。 所公开的合成方法在比现有技术方法可获得的反应时间短得多的情况下产生高产率和纯度的取代多烯。

    Preparation of desa-9-en-5-one steroids
    9.
    发明授权
    Preparation of desa-9-en-5-one steroids 失效
    DESA-9-EN-5-ONE STEROIDS的制备

    公开(公告)号:US3666775A

    公开(公告)日:1972-05-30

    申请号:US3666775D

    申请日:1968-06-17

    申请人: HOFFMANN LA ROCHE

    摘要: This invention is directed to processes for the preparation of desA-androst-9-en-5-ones and desA-pregn-9-en-5-ones which comprises subjecting the corresponding androst-4-en-one or pregn4-en-3-one respectively to the sequential steps of ozonolysis pyrolyzation, halogenation and dehydrohalogenation. The intermediate products produced in accordance with the processes of this invention can be converted into steroid end products of the 9 Beta , 10 Alpha -series which are pharmacologically useful as anabolic and progestational agents.

    摘要翻译: 本发明涉及desA-雄甾-9-烯-5-酮和desA-孕-9-烯-5-酮的制备方法,其包括将相应的雄甾-4-烯-1-酮或孕-4- en-3-one分别用于臭氧分解热解,卤化和脱卤化氢的顺序步骤。 根据本发明方法生产的中间产物可以转化为9β,10α-家族的类固醇终产物,其在药理学上可用作合成代谢和促孕剂。