(R)-3-Chloromethyl-7,8-dioxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester | 211946-55-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-3-Chloromethyl-7,8-dioxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• 英文别名: benzhydryl (6R)-3-(chloromethyl)-7,8-dioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 211946-55-3
• 化学式: C₂₁H₁₆ClNO₄S
• 分子量: 413.881
• InChiKey: YFBINZDFMYVJKH-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  89
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-3-Chloromethyl-7,8-dioxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 在 间氯过氧苯甲酸 作用下， 生成 benzhydryl (6R,7Z)-3-(chloromethyl)-7-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethylidene]-5,5,8-trioxo-5lambda6-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  The synthesis and evaluation of 2-substituted-7-(alkylidene)cephalosporin sulfones as β-lactamase inhibitors

  摘要：

  A series of 2-substituted-7-(alkylidene)cephalosporin sulfones were prepared and evaluated as beta-lactamase inhibitors. Compound Ile showed excellent activity as an inhibitor of the class C beta-lactamase derived from Enterobacter cloacae, strain P99. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00094-9
• 作为产物：
  描述：

  (6R)-trans-3-chloromethyl-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, diphenylmethyl ester 在 辛酸铑 三氟乙酸 、 methyloxirane 、 亚硝酸异戊酯 作用下， 生成 (R)-3-Chloromethyl-7,8-dioxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  A convenient method for the production of 6-oxopenicillinates and 7-oxocephalosporinates

  摘要：

  A convenient and economical method for the preparation of 6-oxopenicillinates and 7-oxocephalosporinates from the corresponding amines is presented. These ketones are key intermediates in the synthesis of inhibitors of beta-lactamase and elastase. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00963-0