2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester | 356785-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: 2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester
• CAS: 356785-90-5
• 化学式: C₃₀H₃₈NO₁₀P
• 分子量: 603.606
• InChiKey: KQPCVZYXJSICGG-SKFFMLCCSA-N

物化性质

• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  42.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  127.85
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester 在 palladium on activated charcoal 吡啶 、 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 40.0h， 生成 3-[((2R,3R,4R,5S,6R)-2,5-Diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-4-yloxymethyl)-ethoxy-phosphinoyl]-2-methyl-propionic acid methyl ester
  参考文献：
  名称：

  Inhibitors of the bacterial cell wall biosynthesis enzyme MurC

  摘要：

  A series of phosphinate transition-state analogues of the L-alanine adding enzyme (MurC) of bacterial peptidoglycan biosynthesis was prepared and tested as inhibitors of the Escherichia coli enzyme. Compound 4 was identified as a potent inhibitor of MurC from Escherichia coli with an IC50 Of 49 nM. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00251-7
• 作为产物：
  描述：

  ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester 在 三甲基氯硅烷 、 TEA 、 水 作用下， 以 氯仿 为溶剂， 反应 1.58h， 生成 2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester
  参考文献：
  名称：

  Inhibitors of the bacterial cell wall biosynthesis enzyme MurC

  摘要：

  A series of phosphinate transition-state analogues of the L-alanine adding enzyme (MurC) of bacterial peptidoglycan biosynthesis was prepared and tested as inhibitors of the Escherichia coli enzyme. Compound 4 was identified as a potent inhibitor of MurC from Escherichia coli with an IC50 Of 49 nM. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00251-7