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    Process for the preparation of 13.beta.-alkyl-4-gonene-3,17-diones
    1.
    发明授权
    Process for the preparation of 13.beta.-alkyl-4-gonene-3,17-diones 失效
    制备13 {62-烷基-4-锑烯-3,17-二酮的方法

    公开(公告)号：US4024166A

    公开(公告)日：1977-05-17

    申请号：US621384

    申请日：1975-10-10

    申请人： Gerhard Sauer ,  Ulrich Eder ,  Gregor Haffer ,  Gunter Neef ,  Rudolf Wiechert

    发明人： Gerhard Sauer ,  Ulrich Eder ,  Gregor Haffer ,  Gunter Neef ,  Rudolf Wiechert

    IPC分类号： B01J23/00 ,  C07B61/00 ,  C07C317/14 ,  C07D317/26 ,  C07D317/72 ,  C07J1/00

    CPC分类号： C07C317/00 ,  C07D317/26 ,  C07D317/72 ,  C07J1/0059

    摘要： Novel process for the preparation of 13.beta.-alkyl-4-gonene-3,17-diones of the formula ##STR1## wherein R.sub.1 is methyl or ethyl, consists of REACTING A 7A.beta.-ALKYL,5,6,7,7A-TETRAHYDROINDANE-1,5-DIONE WITH FORMALDEHYDE AND AN ARYLSULFINIC ACID OR AN ADDUCT OF FORMALDEHYDE AND ARYLSULFINIC ACID TO PRODUCE A TETRAHYDROINDANE DERIVATIVE;Hydrogenating the tetrahydroindane derivative with hydrogen in the presence of a palladium-, platinum-, or rhodium-containing hydrogenation catalyst to produce a perhydroindane derivative;Condensing the perhydroindane derivative in the presence of a proton-accepting agent with a 7,7-alkylenedioxy-3-oxooctanoic acid ester;Treating the product obtained with a strong aqueous base and then heating the product in an inert solvent to produce a 4,5-secosteroid;Hydrogenating the 4,5-secosteroid in the presence of a palladium-, platinum-, rhodium-, or nickel-containing hydrogenation catalyst; andHydrolyzing and cyclizing the hydrogenated 4,5-secosteroid by treatment with a strong acid.

    摘要翻译： 用于制备式“IMAGE”的13β-烷基-4-单宁-3,17-二酮的新方法，其中R 1是甲基或乙基，由反应A7Aβ-烷基，5,6,7,7a- 四氢呋喃-1,5-二酮与甲醛和氨基磺酸或甲醛和芳香酸的添加以生产四氢衍生物衍生物; 在含有氢氧化钯，或含氢氧化铑的氢化催化剂存在下氢化四氢呋喃衍生物生成四氢呋喃衍生物; 在具有7,7-亚甲基氧化亚硝酸酯酸酯的接受原料的情况下，冷凝该衍生物衍生物; 处理用强碱性基质获得的产品，然后加入产品中的产品用于生产4,5代谢物; 在含有钯，铑，铑，或含镍的氢化催化剂存在下氢化4,5-二氧化硫; 并通过用强酸处理氢化和循环氢化的4,5代谢物。

    Process for the preparation of 17.beta.-hydroxy-20-alkoxypregnane-21-oic acid derivatives
    3.
    发明授权
    Process for the preparation of 17.beta.-hydroxy-20-alkoxypregnane-21-oic acid derivatives 失效
    制备17 {62-羟基-20-烷氧基孕烷-21-酸酸衍生物的方法

    公开(公告)号：US4155923A

    公开(公告)日：1979-05-22

    申请号：US873444

    申请日：1978-01-30

    申请人： Gunter Neef ,  Gregor Haffer ,  Ulrich Eder ,  Gerhard Sauer ,  Rudolf Wiechert

    发明人： Gunter Neef ,  Gregor Haffer ,  Ulrich Eder ,  Gerhard Sauer ,  Rudolf Wiechert

    IPC分类号： C07J1/00 ,  C07J13/00 ,  C07J7/00

    CPC分类号： C07J13/005 ,  C07J1/0033 ,  C07J13/007

    摘要： A process for the preparation of 17.beta.-hydroxy-20-alkoxypregnane-21-oic acid derivatives of the formula ##STR1## WHEREIN R.sub.1 is methyl or ethyl;R.sub.2 is hydrogen or methyl, either being in the .alpha.-or .beta.-position;R.sub.3 is lower alkyl of 1-4 carbon atoms;R.sub.4 is alkyl of 1-8 carbon atoms or benzyl; andSt is the residue of a steroid ABC ring system;Comprises reacting (a) a 17-oxo compound of the formula ##STR2## WHEREIN R.sub.1 and R.sub.2 are as defined above andSt* is said steroid ABC ring system residue, St, in a form which is chemically compatible with said reaction;With (b) an enolate ion of an alkoxyacetic acid alkyl ester of the formula ##STR3## wherein R.sub.3 and R.sub.4 are as defined above.

    摘要翻译： 制备式Ia的17β-羟基-20-烷氧基孕烷-21-酸酸衍生物的方法，其中R1是甲基或乙基; R2是氢或甲基，或者是α位或β-位; R3是1-4个碳原子的低级烷基; R4是1-8个碳原子的烷基或苄基; St是类固醇ABC环系统的残基; 包含反应（A）制剂的17-OXO化合物，其中R1和R2如上所定义，St *是所述类固醇ABC环系统残基St，以与所述反应化学相容的形式; 具有（B）式（A）的化合物，其中R 3和R 4如上所定义的烷氧基酸酯。

    Process for the preparation of trans-deca hydronaphthalene derivatives
    4.
    发明授权
    Process for the preparation of trans-deca hydronaphthalene derivatives 失效
    反十氢化萘衍生物的制备方法

    公开(公告)号：US4077996A

    公开(公告)日：1978-03-07

    申请号：US676805

    申请日：1976-04-14

    申请人： Gerhard Sauer ,  Ulrich Eder ,  Gregor Haffer ,  Gunter Neef ,  Rudolf Wiechert

    发明人： Gerhard Sauer ,  Ulrich Eder ,  Gregor Haffer ,  Gunter Neef ,  Rudolf Wiechert

    IPC分类号： C07C69/013 ,  C07C45/00 ,  C07C49/385 ,  C07C49/517 ,  C07C49/753 ,  C07C67/00 ,  C07C69/66 ,  C07C253/00 ,  C07C255/31 ,  C07D317/50 ,  C07D317/72 ,  C07D321/00 ,  C07F7/18 ,  C07C120/00 ,  C07C121/46 ,  C07D319/02 ,  C07D319/04

    CPC分类号： C07F7/1856 ,  C07D317/50

    摘要： A process for the preparation of trans-decahydronaphthalene compounds of Formula I ##STR1## wherein X is lower alkyl, --(CH.sub.2).sub.3 --Z--R.sub.2, ##STR2## --(CH.sub.2).sub.3 COOR.sub.4, or --(CH.sub.2).sub.3 CN; Y and Z are ketalized carbonyl or free, esterified, or etherified hydroxymethylene;U is halogen;R.sub.1, r.sub.2, and R.sub.3 are lower alkyl; andR.sub.4 is alkyl;Wherein an octahydronaphthalene compound of Formula II ##STR3## is converted, in the presence of bases, by reaction of a trialkyl chlorosilane of the formula(R.sub.5).sub.3 Si--Clwherein the R.sub.5 each are lower alkyl group, to a hexahydronaphthalene compound of the formula ##STR4## The hexahydronaphthalene compound is hydrogenated, in an inert solvent with hydrogen in the presence of a platinum-, palladium-, or rhodium-containing hydrogenation catalyst, to an octahydronaphthalene compound of the formula ##STR5## and a vinyl ketone of the formulaXCOCH.dbd.CH.sub.2is added to the thus-obtained octahydronaphthalene compound in an inert solvent in the presence of a Lewis acid.

    摘要翻译： 制备式I的反十氢萘化合物的方法，其中X是低级烷基， - （CH 2）3 -Z-R 2， - （CH 2）3 COOR 4或 - （CH 2）3 C 3; Y和Z是缩酮化羰基或游离的，酯化的或醚化的羟基亚甲基; U是卤素; R1，R2和R3是低级烷基; 和R4是烷基; 在碱的存在下，通过式（R5）3Si-Cl的三烷基氯硅烷与各自为低级烷基的R 5反应得到式II的六氢萘化合物，其中式II的甲氧基二苯甲酮化合物转化为 式VI化合物在惰性溶剂中，在含有铂，钯或铑的氢化催化剂的存在下，用氢气将其氢化成式为“八氢”的八氢化合物和式 在路易斯酸存在下，在惰性溶剂中将式XCOCH = CH 2加入到如此获得的八氢萘化合物中。

    Novel bicycloalkane derivatives and the production thereof
    7.
    发明授权
    Novel bicycloalkane derivatives and the production thereof 失效
    新型双环烷烃衍生物及其制备方法

    公开(公告)号：US4202991A

    公开(公告)日：1980-05-13

    申请号：US753996

    申请日：1976-12-27

    申请人： Gerhard Sauer ,  Helmut Hauser ,  Gregor Haffer ,  Juergen Ruppert ,  Ulrich Eder ,  Rudolf Wiechert

    发明人： Gerhard Sauer ,  Helmut Hauser ,  Gregor Haffer ,  Juergen Ruppert ,  Ulrich Eder ,  Rudolf Wiechert

    IPC分类号： C07C317/00 ,  C07D317/30 ,  C07D317/46 ,  C07D319/06 ,  C07C69/145 ,  C07C69/24

    CPC分类号： C07D319/06 ,  C07C317/00 ,  C07C321/00 ,  C07D317/30 ,  C07D317/46

    摘要： Bicycloalkane derivatives of the formula ##STR1## wherein n is 1 or 2, R.sub.1 is lower alkyl, Acyl is alkanoyl, and Y is --S--R.sub.2, --SO.sub.m --R.sub.2, or ##STR2## wherein m is 1 or 2, R.sub.2 is alkyl, R.sub.3 is hydrogen or lower alkyl, R.sub.4 is acyl or phenyl optionally substituted with lower alkoxy, benzyloxy or alkanoyloxy; and Z is nitro, lower alkoxycarbonyl, lower alkanoyl, lower alkylsulfinyl, or lower alkylsulfonyl are useful intermediates in the total synthesis of steroids. The compounds are prepared by reacting a corresponding compound lacking the CH.sub.2 Y substituent with formaldehyde and a mercaptan or sulfinic acid, followed if desired by oxidation and optional salt condensation.

    摘要翻译： 其中n为1或2，R 1为低级烷基，酰基为烷酰基，Y为-S-R 2，-SO m -R 2或者其中m为1或2，R 2为 烷基，R 3是氢或低级烷基，R 4是任选被低级烷氧基，苄氧基或烷酰氧基取代的酰基或苯基; Z是硝基，低级烷氧基羰基，低级烷酰基，低级烷基亚磺酰基或低级烷基磺酰基是类固醇总合成中的有用中间体。 通过使缺少CH 2 Y取代基的相应化合物与甲醛和硫醇或亚磺酸反应制备化合物，随后如果需要，通过氧化和任选的盐缩合。

    Benzopyran derivatives
    8.
    发明授权
    Benzopyran derivatives 失效
    BENZOPYRAN衍生物

    公开(公告)号：US4032540A

    公开(公告)日：1977-06-28

    申请号：US664316

    申请日：1976-03-05

    申请人： Ulrich Eder ,  Gerhard Sauer ,  Gregor Haffer ,  Jurgen Ruppert ,  Rudolf Wiechert

    发明人： Ulrich Eder ,  Gerhard Sauer ,  Gregor Haffer ,  Jurgen Ruppert ,  Rudolf Wiechert

    IPC分类号： C07D317/44

    CPC分类号： C07D317/44

    摘要： Benzopyran derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.3 each are lower alkyl; n is the integer 1 or 2; --A--B-- is >CH--CH.sub.2 - or >CH=CH-; X is a free, esterified or etherified hydroxy group; and Y is H or X and Y collectively are =O; and W is --(CH.sub.2).sub.3 --Z--R.sub.4 ##STR2## --(CH.sub.2).sub.3 --COOR.sub.6 or --(CH.sub.2).sub.3 CN, wherein V is halogen, Z is a ketalized carbonyl group or a free, esterified or etherified hydroxymethylene group; R.sub.4 and R.sub.5 each are lower alkyl and R.sub.6 is alkyl, aryl or aralkyl, are valuable intermediates in the synthesis of steroids.

    9,10-Secoestrane derivatives and their production
    10.
    发明授权
    9,10-Secoestrane derivatives and their production 失效
    9,10-Secoestrane衍生物及其生产

    公开(公告)号：US4012420A

    公开(公告)日：1977-03-15

    申请号：US570072

    申请日：1975-04-21

    申请人： Ulrich Eder ,  Gregor Haffer ,  Jurgen Ruppert ,  Gerhard Sauer ,  Rudolf Wiechert

    发明人： Ulrich Eder ,  Gregor Haffer ,  Jurgen Ruppert ,  Gerhard Sauer ,  Rudolf Wiechert

    IPC分类号： C07C49/84 ,  C07C69/01 ,  C07C401/00 ,  C07D317/46 ,  C07D319/08

    CPC分类号： C07D317/46 ,  C07C49/84 ,  C07C69/01

    摘要： 9,10-Secoestranes, useful as intermediates in the total synthesis of steroids, of the formula ##STR1## WHEREIN N IS 1 OR 2, R.sub.1 is lower alkyl, R.sub.2, R.sub.3 and R.sub.4 are hydrogen, alkoxy or acyloxy, X is free or ketalized carbonyl or free, esterified or etherified hydroxymethylene, and Y is carbonyl or dialkoxymethylene are produced by condensing, in the presence of a basic catalyst, ##STR2## WHEREIN X, n, R.sub.1, R.sub.2, R.sub.3, R.sub.4 have the values given above, and Z is Cl, Br or I, to produce a 9,10-secoestrane of the above formula wherein Y is a free carbonyl group, which can then, if desired, be ketalized to a corresponding compound wherein Y is dialkoxymethylene or like ketal group.

    摘要翻译： 9,10-Secoestranes，用作类固醇总合成中的中间体，式为“IMAGE”，其中N为1或2，R 1为低级烷基，R 2，R 3和R 4为氢，烷氧基或酰氧基，X为游离或 缩酮化的羰基或游离的，酯化的或醚化的羟基亚甲基，Y是羰基或二烷氧基亚甲基，是在碱性催化剂存在下，通过在上述给定的值下， 并且Z是Cl，Br或I，以产生上式的9,10-隔离子，其中Y是游离羰基，如果需要，其可以被缩醛化成相应的化合物，其中Y是二烷氧基亚甲基或类似的缩酮基 。