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    Novel alkyl- and aryl-thiotrifluoroacetates and process
    1.
    发明申请
    Novel alkyl- and aryl-thiotrifluoroacetates and process 有权
    新型烷基 - 和芳基 - 三硫代三氟乙酸盐和方法

    公开(公告)号：US20050159612A1

    公开(公告)日：2005-07-21

    申请号：US11032734

    申请日：2005-01-11

    申请人： Padam Sharma ,  Edward Gublo ,  Susan Boettger ,  Saibaba Racha ,  John Usher

    发明人： Padam Sharma ,  Edward Gublo ,  Susan Boettger ,  Saibaba Racha ,  John Usher

    IPC分类号： C07C231/02 ,  C07C233/48 ,  C07C323/22 ,  C07C327/22 ,  C07C333/02 ,  C07C233/58

    CPC分类号： C07C327/22 ,  C07C231/02 ,  C07C2603/74 ,  Y02P20/55 ,  C07C233/48

    摘要： Novel C3-C19 alkyl- and aryl-thiotrifluoroacetates are provided which have the structure wherein Q is C9-C19 alkyl or aryl, and are useful protecting agents for the amino or hydroxy functional groups of amines, amino acids or primary or secondary alcohols or amino alcohols to enable formation of amide bonds in peptides or proteins which are useful as screening agents, pharmaceuticals and cosmetics. A process for preparing C3-C19 alkyl- and aryl-thiotrifluoroacetates is also provided wherein a C3-C19 alkylthiol or arylthiol is treated with trifluoroacetic anhydride (TFAA) in the presence of organic base such as pyridine, a solvent such as dichloromethane (DCM) and dimethylaminopyridine (DMAP) as a catalyst to form the desired C3-C19 alkyl- or aryl-thiotrifluoroacetate. In addition, a process for protecting a primary or secondary amino group or a primary or secondary hydroxyl group or an amino alcohol with a trifluoroacetyl protecting group is provided wherein a primary or secondary amine, amino acid, a primary or secondary alcohol or an amino alcohol is treated with a C3 to C19 alkyl- or aryl-thiotrifluoroacetate in basic aqueous solution.

    摘要翻译： 提供新的C 3 -C 20烷基 - 和芳基 - 三油酸乙酯，其具有其中Q为C 9 -C 19的结构 并且是用于胺，氨基酸或伯或仲醇或氨基醇的氨基或羟基官能团的有用的保护剂，以使肽或蛋白质中的酰胺键能够形成，其可用作筛选剂， 药品和化妆品。 还提供了制备C 3 -C 20 - 烷基 - 和芳基 - 三硫代三氟乙酸盐的方法，其中C 3 -C 19 - 在有机碱如吡啶，溶剂如二氯甲烷（DCM）和二甲基氨基吡啶（DMAP）等催化剂存在下，用三氟乙酸酐（TFAA）处理烷基硫醇或芳基硫醇，形成所需的C 3 烷基 - 或芳基 - 三硫代三氟乙酸盐。 另外，提供了用三氟乙酰基保护基保护伯或仲氨基或伯或仲羟基或氨基醇的方法，其中伯胺或仲胺，氨基酸，伯或仲醇或氨基醇 在碱性水溶液中用C 3〜C 19烷基 - 或芳基 - 三硫代三氟乙酸酯处理。