(1R,4R)-trans-1-chloro-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene | 142697-71-0

• 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: (1R,4R)-trans-1-chloro-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene
• 英文别名: tert-butyl N-[(1R,4R)-4-chlorocyclopent-2-en-1-yl]carbamate
• CAS: 142697-71-0
• 化学式: C₁₀H₁₆ClNO₂
• 分子量: 217.696
• InChiKey: JEEIXNPGYNKKLX-YUMQZZPRSA-N

物化性质

• 沸点：
  314.3±42.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  (1R,4R)-trans-1-acetoxy-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene 在 lithium hydroxide 、 甲基磺酰氯 、 三乙胺 、 lithium chloride 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1R,4R)-trans-1-chloro-4-<<(tert-butyloxy)carbonyl>amino>-2-cyclopentene
  参考文献：
  名称：

  S-(5'-Deoxy-5'-adenosyl)-1-ammonio-4-(methylsulfonio)-2-cyclopentene: a potent, enzyme-activated irreversible inhibitor of S-adenosylmethionine decarboxylase

  摘要：

  The compound S-(5'-deoxy-5'-adenosyl)-1-ammonio-4-(methylsulfonio)-2-cyclopentene (AdoMac) was prepared and evaluated as an irreversible inhibitor of S-adenosylmethionine decarboxylase (AdoMet-DC). AdoMac was shown to inhibit AdoMet-DC in a time-dependent manner with a K(I) of 18.3-mu-M and a k(inact) of 0.133 min-1. In addition, AdoMet-DC activity could not be restored following extensive dialysis of the enzyme-inhibitor complex, and the enzyme was protected from irreversible inactivation by the known competitive inhibitor methylglyoxal bis(guanylhydrazone). HPLC analysis of the enzymatic reaction products revealed a time-dependent decrease in the peak coeluting with AdoMac, and a corresponding increase in the peak coeluting with (methylthio)adenosine (MTA), a byproduct of the irreversible binding of AdoMac to the enzyme. Thus, AdoMac appears to function as an enzyme-activated, irreversible inhibitor of AdoMet-DC.

  DOI：

  10.1021/jm00095a015