{(2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-[2-(4-hydroxymethyl-naphthalen-2-yl)-2-oxo-ethyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester | 135869-15-7

• 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: {(2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-[2-(4-hydroxymethyl-naphthalen-2-yl)-2-oxo-ethyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester
• 英文别名: prop-2-enyl 2-[(2R,3S)-2-[2-[4-(hydroxymethyl)naphthalen-2-yl]-2-oxoethyl]-4-oxo-3-[(1R)-1-prop-2-enoxycarbonyloxyethyl]azetidin-1-yl]-2-(triphenyl-λ5-phosphanylidene)acetate
• CAS: 135869-15-7
• 化学式: C₄₅H₄₂NO₈P
• 分子量: 755.804
• InChiKey: XCCBCWXKTVYLOQ-VOVRNRRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  55
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {(2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-[2-(4-hydroxymethyl-naphthalen-2-yl)-2-oxo-ethyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester 在 三乙胺 作用下， 以 二氯甲烷 、 对二甲苯 为溶剂， 反应 2.0h， 生成 (5R,6S)-6-((R)-1-Allyloxycarbonyloxy-ethyl)-3-(4-methanesulfonyloxymethyl-naphthalen-2-yl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  2-Naphthylcarbapenems: Broad spectrum antibiotics with enhanced potency against MRSA

  摘要：

  A regioisomeric set of 2-naphthylcarbapenems featuring cationic substituents was synthesized. Optimal placement of the cationic group was found to markedly improve activity against methicillin-resistant staphylococci while maintaining a good spectrum of gram-negative activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00500-4
• 作为产物：
  描述：

  在 硫酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 {(2R,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-[2-(4-hydroxymethyl-naphthalen-2-yl)-2-oxo-ethyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid allyl ester
  参考文献：
  名称：

  2-Naphthylcarbapenems: Broad spectrum antibiotics with enhanced potency against MRSA

  摘要：

  A regioisomeric set of 2-naphthylcarbapenems featuring cationic substituents was synthesized. Optimal placement of the cationic group was found to markedly improve activity against methicillin-resistant staphylococci while maintaining a good spectrum of gram-negative activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00500-4