tert-butyl N-[2-[[(1R,2R,3R,4S)-3-[(Z)-7-[2-[5-[(3aR,4R,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]hydrazinyl]-7-oxohept-2-enyl]-7-oxabicyclo[2.2.1]heptan-2-yl]methylamino]-2-oxoethyl]carbamate | 253325-33-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: tert-butyl N-[2-[[(1R,2R,3R,4S)-3-[(Z)-7-[2-[5-[(3aR,4R,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]hydrazinyl]-7-oxohept-2-enyl]-7-oxabicyclo[2.2.1]heptan-2-yl]methylamino]-2-oxoethyl]carbamate
• CAS: 253325-33-6
• 化学式: C₃₁H₅₀N₆O₇S
• 分子量: 650.84
• InChiKey: POZZJPNAMPWKRN-JHHKISKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  45
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  201
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-[[(1R,2R,3R,4S)-3-[(Z)-7-[2-[5-[(3aR,4R,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]hydrazinyl]-7-oxohept-2-enyl]-7-oxabicyclo[2.2.1]heptan-2-yl]methylamino]-2-oxoethyl]carbamate 在 三氟乙酸 作用下， 反应 0.25h， 以90%的产率得到N-[[(1R,2R,3R,4S)-3-[(Z)-7-[2-[5-[(3aR,4R,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]hydrazinyl]-7-oxohept-2-enyl]-7-oxabicyclo[2.2.1]heptan-2-yl]methyl]-2-aminoacetamide
  参考文献：
  名称：

  Synthesis and biological characterization of AQPazide, a novel biotinylated photoaffinity probe for the study of the human platelet throm☐ane A2 receptor

  摘要：

  SQBAzide, a biotinylated, azido derivative of the TXA(2) receptor antagonist, SQ31,491, was synthesized and characterized. The compound specifically inhibited human platelet aggregation mediated by TXA(2) receptor activation and irreversibly labeled platelet TXA(2) receptors upon exposure to ultraviolet light. This probe should prove to be of significant value for the study of the receptor-ligand binding domain. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00511-9
• 作为产物：
  描述：

  methyl <1S-<1α,2α(Z),3α,4α>>-7-<3-(aminomethyl)-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoate 在 N-甲基哌啶 、 sodium hydroxide 、 氯甲酸异丁酯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 41.0h， 生成 tert-butyl N-[2-[[(1R,2R,3R,4S)-3-[(Z)-7-[2-[5-[(3aR,4R,6aS)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoyl]hydrazinyl]-7-oxohept-2-enyl]-7-oxabicyclo[2.2.1]heptan-2-yl]methylamino]-2-oxoethyl]carbamate
  参考文献：
  名称：

  Synthesis and biological characterization of AQPazide, a novel biotinylated photoaffinity probe for the study of the human platelet throm☐ane A2 receptor

  摘要：

  SQBAzide, a biotinylated, azido derivative of the TXA(2) receptor antagonist, SQ31,491, was synthesized and characterized. The compound specifically inhibited human platelet aggregation mediated by TXA(2) receptor activation and irreversibly labeled platelet TXA(2) receptors upon exposure to ultraviolet light. This probe should prove to be of significant value for the study of the receptor-ligand binding domain. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00511-9