(2S,3R,5R,6R)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-3-formyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester | 187155-33-5

• 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: (2S,3R,5R,6R)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-3-formyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
• CAS: 187155-33-5
• 化学式: C₃₄H₃₉NO₇SSi
• 分子量: 633.838
• InChiKey: XEHBIESOPWQUAK-ALVNOOGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  44.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  107.05
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,5R,6R)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-3-formyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 在 palladium on activated charcoal 吡啶 、 氢氟酸 、 氢气 、 碳酸氢钠 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 49.0h， 生成 Sodium; (2S,3R,5R,6R)-6-((R)-hydroxy-phenyl-methyl)-3-(methoxyimino-methyl)-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate
  参考文献：
  名称：

  Studies on penam sulfones III. Synthesis and β-lactamase inhibitory activity of sodium (6R)-6-(α-hydroxybenzyl)-2β-methoxyiminomethyl-2α-methylpenam-3α-carboxylate 1,1-dioxide and sodium 2β-acyl-2α-methylpenam-3α-carboxylate 1,1-dioxide

  摘要：

  The synthesis and in vitro synergies of (6R)-6-(alpha-hydroxybenzyl)-2 beta-methoxyiminomethyl-2 alpha-methylpenam-3 alpha-carboxylate 1,1-dioxide (4) and 2 beta-acyl-2 alpha-methylpenam-3 alpha-carboxylate 1,1-dioxide (15) are described. Compound 15 showed good in vitro synergy in combination with piperacillin and ceftazidime against chromosomally mediated class I cephalosporinase producing organisms including TEM, SHV, and OXA-type enzymes producing microorganisms. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00575-6
• 作为产物：
  描述：

  (2S,3R,5R,6R)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-3-hydroxymethyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (2S,3R,5R,6R)-6-[(R)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-3-formyl-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Studies on penam sulfones III. Synthesis and β-lactamase inhibitory activity of sodium (6R)-6-(α-hydroxybenzyl)-2β-methoxyiminomethyl-2α-methylpenam-3α-carboxylate 1,1-dioxide and sodium 2β-acyl-2α-methylpenam-3α-carboxylate 1,1-dioxide

  摘要：

  The synthesis and in vitro synergies of (6R)-6-(alpha-hydroxybenzyl)-2 beta-methoxyiminomethyl-2 alpha-methylpenam-3 alpha-carboxylate 1,1-dioxide (4) and 2 beta-acyl-2 alpha-methylpenam-3 alpha-carboxylate 1,1-dioxide (15) are described. Compound 15 showed good in vitro synergy in combination with piperacillin and ceftazidime against chromosomally mediated class I cephalosporinase producing organisms including TEM, SHV, and OXA-type enzymes producing microorganisms. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00575-6