Process for producing phosphineoxide vitamin D precursors
    1.
    发明授权
    Process for producing phosphineoxide vitamin D precursors 失效
    生产氧化膦维生素D前体的方法

    公开(公告)号:US06603030B1

    公开(公告)日:2003-08-05

    申请号:US09537209

    申请日:2000-03-29

    IPC分类号: C07C40100

    CPC分类号: C07F9/532 Y02P20/55

    摘要: A process for producing a compound of the formula: where Ph is phenyl, X1 and X2 are both hydrogen or X1 and X2 taken together are CH2, R1 is a protecting group, R2 is fluorine, hydrogen, or OR3, where R3 is a protecting group, and the squiggly line represents a bond that results in the adjacent double bond being in either the E or Z configuration, involves: (a) chlorinating a compound of the formula: where X1, X2, R1, R2, and the squiggly line are as above, using triphosgene in the presence of an organic base to obtain the compound of the formula: where X1, X2, R1, R2, and the squiggly line are as above; and (b) reacting the compound of formula 3 with a salt of diphenyl phosphine oxide to obtain the compound of formula 1. Each of the above steps (a) and (b) are individually useful.

    摘要翻译: 制备下式化合物的方法:其中Ph为苯基,X1和X2均为氢或X1和X2一起为CH2,R1为保护基,R2为氟,氢或OR3,其中R3为保护基 并且波纹线表示导致相邻双键处于E或Z构型的键,其包括:(a)氯化下式的化合物:其中X1,X2,R1,R2和波峰线 如上所述,在有机碱的存在下使用三光气,得到下式的化合物:其中X1,X2,R1,R2和波纹如上所述; 和(b)使式3的化合物与二苯基氧化膦的盐反应,得到式1的化合物。上述步骤(a)和(b)中的每一个可单独使用。

    Process and intermediates useful to produce vitamin D analogs
    2.
    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
    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: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 useful to produce vitamin D analogs
    4.
    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。