3-(4-benzyloxy-phenyl)-2-[[2-(2-benzyloxy-phenyl)-ethyl]-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester | 932725-71-8

• 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: 3-(4-benzyloxy-phenyl)-2-[[2-(2-benzyloxy-phenyl)-ethyl]-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester
• CAS: 932725-71-8
• 化学式: C₃₉H₃₉NO₆S
• 分子量: 649.808
• InChiKey: XGIQDPFDXJJMFH-QNGWXLTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.17
• 重原子数：
  47.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  82.14
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(4-benzyloxy-phenyl)-2-[[2-(2-benzyloxy-phenyl)-ethyl]-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester 在 lithium aluminium tetrahydride 、 水 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 1.0h， 以63%的产率得到(S)-N-[2-(2-benzyloxy-phenyl)-ethyl]-N-[2-(4-benzyloxy-phenyl)-1-hydroxymethyl-ethyl]-4-methyl-benzenesulfonamide
  参考文献：
  名称：

  Amino acid based enantiomerically pure 3-substituted benzofused heterocycles: A new class of antithrombotic agents

  摘要：

  A diverse group of novel medium ring heterocycles derived from naturally abundant proteinogenic amino acids were evaluated for their potency towards antithrombotic activity. The more potent benzofused oxazepine and oxazocine scaffolds were diversified by incorporating different amino acids at the position number 3. Further the effect of ring size has also been taken into account and it was observed that the eight-membered oxazocines ane more potent compared to the corresponding oxazepines. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.126
• 作为产物：
  描述：

  (S)-methyl-2-p-methylbenzenesulfonylamino-3-(4-benzyloxyphenyl)propanoate 、 2-(2-(苄氧基)苯基)乙醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以59%的产率得到3-(4-benzyloxy-phenyl)-2-[[2-(2-benzyloxy-phenyl)-ethyl]-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester
  参考文献：
  名称：

  Amino acid based enantiomerically pure 3-substituted benzofused heterocycles: A new class of antithrombotic agents

  摘要：

  A diverse group of novel medium ring heterocycles derived from naturally abundant proteinogenic amino acids were evaluated for their potency towards antithrombotic activity. The more potent benzofused oxazepine and oxazocine scaffolds were diversified by incorporating different amino acids at the position number 3. Further the effect of ring size has also been taken into account and it was observed that the eight-membered oxazocines ane more potent compared to the corresponding oxazepines. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.126