2-({(R)-1-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-phosphonooxy-tetrahydro-pyran-4-yloxy)-propionylamino]-ethyl}-methoxy-phosphinoylmethyl)-pentanedioic acid dimethyl ester | 214191-51-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 2-({(R)-1-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-phosphonooxy-tetrahydro-pyran-4-yloxy)-propionylamino]-ethyl}-methoxy-phosphinoylmethyl)-pentanedioic acid dimethyl ester
• 英文别名: dimethyl 2-[[[(1R)-1-[[(2R)-2-[(2R,3S,4R,5R,6R)-5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-phosphonooxyoxan-4-yl]oxypropanoyl]amino]ethyl]-methoxyphosphoryl]methyl]pentanedioate
• CAS: 214191-51-2
• 化学式: C₂₂H₄₀N₂O₁₆P₂
• 分子量: 650.511
• InChiKey: XTMUBBRLDXCSCC-HNMCKRKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  42
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  263
• 氢给体数：
  6
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  2-({(R)-1-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-phosphonooxy-tetrahydro-pyran-4-yloxy)-propionylamino]-ethyl}-methoxy-phosphinoylmethyl)-pentanedioic acid dimethyl ester 在 sodium hydroxide 作用下， 以69%的产率得到
  参考文献：
  名称：

  Inhibitors of the bacterial cell wall biosynthesis enzyme Mur D

  摘要：

  A series of transition-state analog inhibitors of the D-glutamic acid-adding enzyme (MurD) of bacterial peptidoglycan biosynthesis has been synthesized and evaluated for inhibition of the E. coli enzyme. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00285-6
• 作为产物：
  描述：

  2-亚甲基戊二酸二甲酯 在 palladium on activated charcoal N-羟基丁二酰亚胺 、 正丁基锂 、 氢气 、 甲酸铵 、 sodium methylate 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 生成 2-({(R)-1-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-phosphonooxy-tetrahydro-pyran-4-yloxy)-propionylamino]-ethyl}-methoxy-phosphinoylmethyl)-pentanedioic acid dimethyl ester
  参考文献：
  名称：

  Inhibitors of the bacterial cell wall biosynthesis enzyme Mur D

  摘要：

  A series of transition-state analog inhibitors of the D-glutamic acid-adding enzyme (MurD) of bacterial peptidoglycan biosynthesis has been synthesized and evaluated for inhibition of the E. coli enzyme. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00285-6