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    3-cyclopentyloxy - 13-polycarbonalkyl-17alpha -ethynylgona-3 5-dien-17beta-ols and 17-acylates
    2.
    发明授权
    3-cyclopentyloxy - 13-polycarbonalkyl-17alpha -ethynylgona-3 5-dien-17beta-ols and 17-acylates 失效
    3-环戊二烯基-13-多环戊基-17α-乙酰基甘氨酸-3,5-二烯-17BETA-OLS和17-乙酸酯

    公开(公告)号：US3634468A

    公开(公告)日：1972-01-11

    申请号：US3634468D

    申请日：1969-08-22

    申请人： AMERICAN HOME PROD

    发明人： STEIN REINHARDT P ,  SMITH HERCHEL

    IPC分类号： C07J1/00 ,  C07J75/00 ,  C07C169/20

    CPC分类号： C07J1/00 ,  C07J75/00

    摘要： NOVEL 3 - CYCLOPENTLYOXY - 13 - POLYCARBONALKYL-17AETHYNYLGONA-3,5-DIEN-178-OLS AND 17-ACYLATES, OPTIONALLY SUBSTITUTED AT C6, C7, C10 AND C16 WITH MTHYL GROUPS (1) ARE HORMONALLY ACTIVE AS PROGESTATIONAL AGENTS WITH LONG DURATION OF ACTIVITY AFTER ORAL ADMINISTRATION. 17-ACYLATED COMPOUNDS (1) ARE PROVEDED BY ENOLACYLATING AND ACYLATING, IN ONE STEP, THE CORRESPRONDING 13-ALKYL-17A-ETHYNYLGON-4-EN-3-ON-17B-OL EITHER WITH A REGENT COMPRISING ACETIC ANHYDRIDE AND AQUEOUS PERCHLORIC ACID IN A NON-POLAR, INERT ORGANIC SOLVENT, PREFERABLY ETHYL ACETATE, OR AN ANHYDRIDE IN ADMIXTURE WITH AN ACYL HALIDE AND AN ACID ACCEPTOR, AND THEN CARRYING OUT AN EXCHANGE REACTION BETWEEN THE 3-ENOL ACYLATE-17-ACYLATE FORMED THEREBY AND CYCLOPENTYL ALCOHOL; AND THE 17-OLS ARE PROVIDED BY ETHYNYLATING THE CORRESPONDING 17-ONES. IN CONTRAST TO THE PRIOR ART PROCEDURE WHICH REQUIRES BLOCKING THE 3KETO GROUP AND PROLONGED REACTION TIMES, ENOL ACETYLATION WITH ACETIC ANHYDRIDE AND AQUEOUS PERCHLORIC ACID CAN BE COMPLETED IN FIVE MINUTES AT ROOM TEMPERATURE.

    Process for the preparation of gona-1,3,5(10),7-tetraenes
    7.
    发明授权
    Process for the preparation of gona-1,3,5(10),7-tetraenes 失效
    制备GONA-1,3,5（10），7-TETRAENES的方法

    公开(公告)号：US3555015A

    公开(公告)日：1971-01-12

    申请号：US3555015D

    申请日：1968-09-17

    申请人： AMERICAN HOME PROD

    发明人： STEIN REINHARDT P ,  BUZEY GEORGE C JR ,  SMITH HERCHEL

    IPC分类号： C07J1/00 ,  C07J75/00 ,  C07C173/00

    CPC分类号： C07J1/00 ,  C07J75/00

    摘要： TREATMENT OF A 13-ALKYLGONA-1,3,5(10),8-TETRAENE WITH ORGANIC PERACID RESULTS IN THE FORMATION OF A CORRESPONDING 8,9-EPOXY-13-ALKYLGONA-1,3,5(10)-TRIENE, WHICH UPON TREATMENT WITH ACID, IS RING-OPENED AND REARRANGED TO THE CORRESPONDING 13-ALKYLGONA-1,3,5(10),9(11)-TETRAEN-8-OL. CATALYTIC HYDROGENATION THEN AFFORDS THE CORRESPONDING 13-ALKYLGONA-1,3,5(10)-TRIEN-8-OL WHICH UPON DEHYDRATION GIVES THE CORRESPONDING 13-ALKYLGONA-1,3,5(10),7-TETRAENE. THERE IS THUS PROVIDED A ROUTE TO THE SYNTHESIS OF EQUILIN AND RELATED COMPOUNDS.

    Novel 3-cyclopentyl ethers of 13-alkylgon-poly-enes
    10.
    发明授权
    Novel 3-cyclopentyl ethers of 13-alkylgon-poly-enes 失效
    13-烷基聚合物的新三环化合物

    公开(公告)号：US3649621A

    公开(公告)日：1972-03-14

    申请号：US3649621D

    申请日：1969-12-19

    申请人： AMERICAN HOME PROD

    发明人： STEIN REINHARDT P ,  SMITH HERCHEL

    IPC分类号： C07J1/00 ,  C07J51/00 ,  C07C173/00

    CPC分类号： C07J1/00 ,  C07J51/00

    摘要： THIS INVENTION IS CONCERNED WITH THE 3-CYCLOPENTYLOXY DERIVATIVES OF 13-(LOWER)ALKYL-1,3,5(10),8-TETRAENES; 13POLYCARBONALKYL-8A-GONA-1,3,5(10)-TRIENES; 13-POLYCARBONALKYL-16A-HYDROXYGONA-1,3,5(10)-TRIENES; 13-(LOWER) ALKYLGONA-1,3,5(10)-TRIENES; 13-POLYCARBONALKYLGONA-1,3, 5(10),16-TETRAENES; 13-(LOWER)ALKYLGONA-1,3,5(10),6,8PENTAENES; AND 13-POLYCARBONALKYLGONA-1,3,5(10),9(11)TETRAENES; WHICH ARE PHARMACOLOGICALLY ACITVE AS LONGACTING ESTROGENS.