[(1S)-1-(1-methylcyclopropyl)-2-oxo-2-phenylmethoxyethyl] naphthalene-1-carboxylate | 263894-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(1S)-1-(1-methylcyclopropyl)-2-oxo-2-phenylmethoxyethyl] naphthalene-1-carboxylate
• CAS: 263894-29-7
• 化学式: C₂₄H₂₂O₄
• 分子量: 374.436
• InChiKey: ALHPCHDBSNUHPP-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1S)-1-(1-methylcyclopropyl)-2-oxo-2-phenylmethoxyethyl] naphthalene-1-carboxylate 在 palladium on activated charcoal benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氢气 、 1-羟基苯并三唑 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 Naphthalene-1-carboxylic acid (S)-(4-methoxy-benzylcarbamoyl)-(1-methyl-cyclopropyl)-methyl ester
  参考文献：
  名称：

  Chemical synthesis and cytotoxicity of some azinomycin analogues devoid of the 1-azabicyclo[3.1.0]hexane subunit

  摘要：

  A series of compounds related to the left-hand domain of the azinomycins have been made and evaluated for cytotoxic activity against a small panel of human tumour cell lines. The epoxide ring is shown to be essential for biological activity. Cytotoxicity is also shown to be sensitive to changes in the substitution pattern on the aromatic ring and the amide group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00663-0
• 作为产物：
  描述：

  (S)-benzyl 2-hydroxy-3-methylbut-3-enoate 在 4-二甲氨基吡啶 、 diethylzinc 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(1S)-1-(1-methylcyclopropyl)-2-oxo-2-phenylmethoxyethyl] naphthalene-1-carboxylate
  参考文献：
  名称：

  Chemical synthesis and cytotoxicity of some azinomycin analogues devoid of the 1-azabicyclo[3.1.0]hexane subunit

  摘要：

  A series of compounds related to the left-hand domain of the azinomycins have been made and evaluated for cytotoxic activity against a small panel of human tumour cell lines. The epoxide ring is shown to be essential for biological activity. Cytotoxicity is also shown to be sensitive to changes in the substitution pattern on the aromatic ring and the amide group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00663-0

文献信息

• Chemical synthesis and cytotoxicity of some azinomycin analogues devoid of the 1-azabicyclo[3.1.0]hexane subunit
  作者：Timothy J. Hodgkinson、Lloyd R. Kelland、Michael Shipman、Franck Suzenet

  DOI：10.1016/s0960-894x(99)00663-0

  日期：2000.2

  A series of compounds related to the left-hand domain of the azinomycins have been made and evaluated for cytotoxic activity against a small panel of human tumour cell lines. The epoxide ring is shown to be essential for biological activity. Cytotoxicity is also shown to be sensitive to changes in the substitution pattern on the aromatic ring and the amide group. (C) 2000 Elsevier Science Ltd. All rights reserved.