PREPARATION OF ALKYL ESTERS OF N-PROTECTED OXO-AZACYCLOALKYLCARBOXYLIC ACIDS
    4.
    发明申请
    PREPARATION OF ALKYL ESTERS OF N-PROTECTED OXO-AZACYCLOALKYLCARBOXYLIC ACIDS 审中-公开
    N-保护的氧亚氨基甲酰氧基酸的烷基酯的制备

    公开(公告)号:US20120053350A1

    公开(公告)日:2012-03-01

    申请号:US13266871

    申请日:2010-04-26

    摘要: A process for the preparation of alkyl esters of N-protected oxo-azacycloalkylcarboxylic acids of Formula III: comprises contacting a ketosulfoxonium ylide of Formula II: with an iridium catalyst to obtain Compound III, wherein PG1 is an amine protective group; k is 0, 1, or 2; and RU, R1, R2, and R3 are defined herein. An embodiment of the process further com rises contacting a compound of Formula I: with a sulfoxonium halide of formula (RU)3S(O)Z, wherein Z is halide, in the presence of a strong base to obtain Compound II. Additional embodiments add a series of process steps leading to the synthesis of 7-oxo-1,6-diazabicyclo[3.2.1]octanes suitable for use as β-lactamase inhibitors.

    摘要翻译: 制备式III的N-保护的氧代 - 氮杂环烷基羧酸的烷基酯的方法:包括使式II的酮磺基肟基鎓盐与铱催化剂接触,得到化合物III,其中PG1是胺保护基; k为0,1或2; 并且本文定义了RU,R1,R2和R3。 该方法的一个实施方案使得式I化合物与式(RU)3S(O)Z的氧化锍卤化物(其中Z为卤化物)在强碱存在下接触,得到化合物II。 另外的实施方案添加了一系列方法步骤,导致合成适合用作β-内酰胺酶抑制剂的7-氧代-1,6-二氮杂双环[3.2.1]辛烷。