Process useful to produce vitamin D analogs
    2.
    发明授权
    Process useful to produce vitamin D analogs 失效
    生产维生素D类似物的方法

    公开(公告)号:US06294688B1

    公开(公告)日:2001-09-25

    申请号:US09633672

    申请日:2000-08-07

    IPC分类号: C07C6726

    摘要: A stereospecific method for accomplishing the below reaction: results in the compound of formula 2 having the same stereochemistry at both carbon 1 and carbon 3 as that in the compound of formula 1. Thus, if carbon 3 is in the R-configuration in the compound of formula 1, then carbon 3 will be in the R-configuration in the compound of resulting formula 2. In the above process, R1 is C1-C6 alkyl that can be straight-chain or branched. The process functions using a fluorinated alcohol having a pKa less than about 9, in the presence of a palladium catalyst. The compounds of formula 1, as well as novel intermediates in this process, are useful in manufacturing vitamin D analogs.

    摘要翻译: 用于实现以下反应的立体特异性方法:导致式2的化合物在碳1和碳3上与式1化合物具有相同的立体化学性质。因此,如果碳3在化合物中为R-构型 式3的化合物中的碳原子为R构型。在上述方法中,R 1是可以是直链或支链的C 1 -C 6烷基。 该方法在钯催化剂存在下使用pKa小于约9的氟化醇来进行。 式1的化合物以及该方法中的新型中间体可用于制备维生素D类似物。

    Process and intermediates useful to produce vitamin D analogs
    3.
    发明授权
    Process and intermediates useful to produce vitamin D analogs 失效
    用于生产维生素D类似物的方法和中间体

    公开(公告)号:US06291694B1

    公开(公告)日:2001-09-18

    申请号:US09633670

    申请日:2000-08-07

    IPC分类号: C07C40100

    摘要: A stereospecific method for accomplishing the below reaction: results in the compound of formula 2 having the same stereochemistry at both carbon 1 and carbon 3 as that in the compound of formula 1. Thus, if carbon 3 is in the R-configuration in the compound of formula 1, then carbon 3 will be in the R-configuration in the compound of resulting formula 2. In the above process, R1 is C1-C6 alkyl that can be straight-chain or branched. The process functions using a fluorinated alcohol having a pKa less than about 9, in the presence of a palladium catalyst. The compounds of formula 1, as well as novel intermediates in this process, are useful in manufacturing vitamin D analogs.

    摘要翻译: 用于实现以下反应的立体特异性方法:导致式2的化合物在碳1和碳3上与式1化合物具有相同的立体化学性质。因此,如果碳3在化合物中为R-构型 式3的化合物中的碳原子为R构型。在上述方法中,R 1是可以是直链或支链的C 1 -C 6烷基。 该方法在钯催化剂存在下使用pKa小于约9的氟化醇来进行。 式1的化合物以及该方法中的新型中间体可用于制备维生素D类似物。

    Process and intermediates useful to produce vitamin D analogs
    4.
    发明授权
    Process and intermediates useful to produce vitamin D analogs 失效
    用于生产维生素D类似物的方法和中间体

    公开(公告)号:US06353123B1

    公开(公告)日:2002-03-05

    申请号:US09835593

    申请日:2001-04-16

    IPC分类号: C07D30300

    摘要: A stereospecific method for accomplishing the below reaction: results in the compound of formula 2 having the same stereochemistry at both carbon 1 and carbon 3 as that in the compound of formula 1. Thus, if carbon 3 is in the R-configuration in the compound of formula 1, then carbon 3 will be in the R-configuration in the compound of resulting formula 2. In the above process, R1 is C1-C6 alkyl that can be straight-chain or branched. The process functions using a fluorinated alcohol having a pKa less than about 9, in the presence of a palladium catalyst. The compounds of formula 1, as well as novel intermediates in this process, are useful in manufacturing vitamin D analogs.

    摘要翻译: 用于实现以下反应的立体特异性方法:导致式2的化合物在碳1和碳3上与式1化合物具有相同的立体化学性质。因此,如果碳3在化合物中为R-构型 式3的化合物中的碳原子为R构型。在上述方法中,R 1是可以是直链或支链的C 1 -C 6烷基。 该方法在钯催化剂存在下使用pKa小于约9的氟化醇来进行。 式1的化合物以及该方法中的新型中间体可用于制备维生素D类似物。

    Process for preparing intermediates useful in the synthesis of vitamin D compounds
    7.
    发明授权
    Process for preparing intermediates useful in the synthesis of vitamin D compounds 失效
    制备可用于合成维生素D化合物的中间体的方法

    公开(公告)号:US06284928B1

    公开(公告)日:2001-09-04

    申请号:US09501359

    申请日:2000-02-10

    IPC分类号: C07C4562

    摘要: The invention relates to an improved process for preparing [(3aR,4S,7aS)4-bromooctahydro-7a-methyl-1H-indene-1,5-dione]. (S)-(+)-2,3,7,7a-tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione is reduced by reaction with diisobutylaluminum hydride and hexamethylphosphoric triaminde in the presence of a catalyst of the formula R—Cu, wherein R is and R1, R2 and R3 are each, independently, selected from the group consisting of C1-7 alkyl, phenyl, phenyl substituted by at least one C1-4 alkyl group, benzyl, or benzyl substituted by at at least one C1-4 alkyl group to form a reductate. The reductate is then treated with a bromine-containing electrophile to yield (3aR,4S,7aS)4-bromooctahydro-7a-methyl-1H-indene-1,5-dione.

    摘要翻译: 本发明涉及制备[(3aR,4S,7aS)4-溴八氢-7a-甲基-1H-茚-1,5-二酮]的改进方法。 (S) - (+) - 2,3,7,7a-四氢-7a-甲基-1H-茚-1H(6H) - 二酮在催化剂存在下与二异丁基氢化铝和六甲基磷酸三 的式R-Cu,其中R是和R 1,R 2和R 3各自独立地选自C 1-7烷基,苯基,被至少一个C 1-4烷基取代的苯基,苄基或苄基取代的 在至少一个C 1-4烷基上形成还原物。 然后用含溴亲电子试剂处理还原物,得到(3aR,4S,7aS)4-溴八氢-7a-甲基-1H-茚-1,5-二酮。