(E)-3-(2-chlorophenyl)-2-({5-[(4-cyanophenyl)(phenethylamino)methyl]-1H-1,2,3,4-tetrazol-1-yl}methyl)prop-2-enoic acid | 1207105-54-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(2-chlorophenyl)-2-({5-[(4-cyanophenyl)(phenethylamino)methyl]-1H-1,2,3,4-tetrazol-1-yl}methyl)prop-2-enoic acid
• CAS: 1207105-54-1
• 化学式: C₂₇H₂₃ClN₆O₂
• 分子量: 498.972
• InChiKey: ZOCQOUMPHAVHJT-XQNSMLJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  116.72
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-chlorophenyl)-2-({5-[(4-cyanophenyl)(phenethylamino)methyl]-1H-1,2,3,4-tetrazol-1-yl}methyl)prop-2-enoic acid 在 N-甲基吗啉 、 N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride 作用下， 以 二氯甲烷 为溶剂， 反应 2.17h， 以80%的产率得到(E)-4-(6-(2-chlorobenzylidene)-7-oxo-8-phenethyl-6,7,8,9-tetrahydro-7H-[1,2,3,4]tetrazolo[1,5-a][1,4]diazepin-9-yl)benzonitrile
  参考文献：
  名称：

  Isonitriles from the Baylis–Hillman adducts of acrylates: viable precursor to tetrazolo-fused diazepinones via post-Ugi cyclization

  摘要：

  Stereocontrolled synthesis of substituted isonitriles from the Baylis-Hillman adducts of acrylates has been developed. Ugi reaction of these isonitriles with TMSN3, aliphatic amines, and aldehydes or ketone affords 1-substituted tetrazoles which have been demonstrated to be suitable substrates for producing tetrazolo-fused diazepinones. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.051
• 作为产物：
  描述：

  methyl (E)-3-(2-chlorophenyl)-2-({5-[4-cyanophenyl(phenethylamino)methyl]-1H-1,2,3,4-tetrazol-1-yl}methyl)prop-2-enoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以80%的产率得到(E)-3-(2-chlorophenyl)-2-({5-[(4-cyanophenyl)(phenethylamino)methyl]-1H-1,2,3,4-tetrazol-1-yl}methyl)prop-2-enoic acid
  参考文献：
  名称：

  Isonitriles from the Baylis–Hillman adducts of acrylates: viable precursor to tetrazolo-fused diazepinones via post-Ugi cyclization

  摘要：

  Stereocontrolled synthesis of substituted isonitriles from the Baylis-Hillman adducts of acrylates has been developed. Ugi reaction of these isonitriles with TMSN3, aliphatic amines, and aldehydes or ketone affords 1-substituted tetrazoles which have been demonstrated to be suitable substrates for producing tetrazolo-fused diazepinones. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.051