(2S,5R)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic (methyl phosphoric) anhydride | 367512-88-7

• 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: (2S,5R)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic (methyl phosphoric) anhydride
• CAS: 367512-88-7
• 化学式: C₉H₁₂Br₂NO₆PS
• 分子量: 453.045
• InChiKey: IBHRZULLSDGCCJ-MHTLYPKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  93.14
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,5R)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic (methyl phosphoric) anhydride 在 potassium permanganate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 0.17h， 以98%的产率得到
  参考文献：
  名称：

  Synthesis and human leukocyte elastase inhibitory evaluation of phosphate triesters and acyl phosphates of penam sulfides and sulfones

  摘要：

  The synthesis of 6,6-dibromo-3 alpha-(diphenylphosphate)oxymethyl-2,2-dimethyl penam sulfone (3a), 6 alpha -chloro-3 alpha-(diphenylphosphate)oxymethyl-2,2-dimethyl penam sulfone (3b), benzyl 6 alpha-(diphenyl-phosphate)oxypenicillanate sulfone (4) and 6,6-dibromo-3 alpha-(methylphosphate)carbonyl-2,2-dimethylpenam sulfone (12) are reported. When tested as inhibitors of human leukocyte elastase, the compound 4 proved to be the most active. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00139-0
• 作为产物：
  描述：

  6,6-二溴青霉烷酸 在 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 5.83h， 生成 (2S,5R)-6,6-dibromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic (methyl phosphoric) anhydride
  参考文献：
  名称：

  Synthesis and human leukocyte elastase inhibitory evaluation of phosphate triesters and acyl phosphates of penam sulfides and sulfones

  摘要：

  The synthesis of 6,6-dibromo-3 alpha-(diphenylphosphate)oxymethyl-2,2-dimethyl penam sulfone (3a), 6 alpha -chloro-3 alpha-(diphenylphosphate)oxymethyl-2,2-dimethyl penam sulfone (3b), benzyl 6 alpha-(diphenyl-phosphate)oxypenicillanate sulfone (4) and 6,6-dibromo-3 alpha-(methylphosphate)carbonyl-2,2-dimethylpenam sulfone (12) are reported. When tested as inhibitors of human leukocyte elastase, the compound 4 proved to be the most active. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00139-0