Methyl 2-[1-adamantyloxy-[1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]cyclopentane-1-carboxylate | 372966-54-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 2-[1-adamantyloxy-[1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]cyclopentane-1-carboxylate
• 英文别名: methyl 2-[1-adamantyloxy-[1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]cyclopentane-1-carboxylate
• CAS: 372966-54-6
• 化学式: C₂₇H₃₈NO₆P
• 分子量: 503.576
• InChiKey: QKOXEQJFESXEQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2-[1-adamantyloxy-[1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]cyclopentane-1-carboxylate 在 palladium on activated charcoal sodium hydroxide 、 ammonium formate 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 2-[4-[[(2S)-2-[[2-[1-acetamidoethyl(methoxy)phosphoryl]cyclopentanecarbonyl]amino]-3-phenylpropanoyl]amino]phenyl]acetic acid
  参考文献：
  名称：

  Synthesis of phosphinic alanyl-proline surrogates Alaψ(PO2R-CH)Pro as potential inhibitors of the human cyclophilin hCyp-18

  摘要：

  Pseudopeptides containing the phosphinic analogue of the alanyl-proline motif Ala psi (PO2R-CH)Pro, were synthesized via three- (R=H) and four-step (R=CH3) procedures. The mixtures of diastereomers were evaluated as inhibitors of the human cyclophilin hCyp-18, an important peptidyl-prolyl isomerase. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01255-2
• 作为产物：
  描述：

  环戊烯-1-羧酸甲酯 在 六甲基二硅氮烷 、 silver(l) oxide 作用下， 生成 Methyl 2-[1-adamantyloxy-[1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]cyclopentane-1-carboxylate
  参考文献：
  名称：

  Synthesis of phosphinic alanyl-proline surrogates Alaψ(PO2R-CH)Pro as potential inhibitors of the human cyclophilin hCyp-18

  摘要：

  Pseudopeptides containing the phosphinic analogue of the alanyl-proline motif Ala psi (PO2R-CH)Pro, were synthesized via three- (R=H) and four-step (R=CH3) procedures. The mixtures of diastereomers were evaluated as inhibitors of the human cyclophilin hCyp-18, an important peptidyl-prolyl isomerase. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01255-2