[((6R,7S)-3-Acetoxymethyl-7-methoxy-5,5,8-trioxo-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl)-amino]-acetic acid tert-butyl ester | 95671-91-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [((6R,7S)-3-Acetoxymethyl-7-methoxy-5,5,8-trioxo-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl)-amino]-acetic acid tert-butyl ester
• CAS: 95671-91-3
• 化学式: C₁₇H₂₄N₂O₉S
• 分子量: 432.452
• InChiKey: ZWKQLOQTRZBBSV-XJKSGUPXSA-N

反应信息

• 作为反应物：
  描述：

  [((6R,7S)-3-Acetoxymethyl-7-methoxy-5,5,8-trioxo-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl)-amino]-acetic acid tert-butyl ester 在 苯甲醚 、 三氟乙酸 作用下， 反应 0.5h， 以70%的产率得到[((6R,7S)-3-Acetoxymethyl-7-methoxy-5,5,8-trioxo-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl)-amino]-acetic acid
  参考文献：
  名称：

  Inhibition of human leukocyte elastase. 2. Inhibition by substituted cephalosporin esters and amides

  摘要：

  A variety of 7 alpha-methoxycephalosporin ester and amide sulfones were prepared and tested to determine the structure-activity relations for inhibition of human leukocyte elastase (HLE), a serine protease which has been implicated in several degenerative lung and tissue diseases. The most potent IC50 values were obtained with neutral, lipophilic derivatives, with the esters being more active than the amides. However, the best time-dependent inhibition in this series was observed with the p- and m-carboxybenzyl esters 7b and 7c. These results are discussed in terms of the proposed mechanism of inhibition as well as a molecular modeling study using the recently solved X-ray crystal structure of HLE.

  DOI：

  10.1021/jm00171a029