(S)-4-{[(4R,5S)-5-(6-Amino-purin-9-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-amino}-2-tert-butoxycarbonylamino-butyric acid | 642457-77-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (S)-4-{[(4R,5S)-5-(6-Amino-purin-9-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-amino}-2-tert-butoxycarbonylamino-butyric acid
• CAS: 642457-77-0
• 化学式: C₂₁H₃₃N₇O₆
• 分子量: 479.536
• InChiKey: MOINXZFCFOFUSD-MJBXVCDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.89
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  175.74
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (S)-4-{[(4R,5S)-5-(6-Amino-purin-9-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-amino}-2-tert-butoxycarbonylamino-butyric acid 在 三氟乙酸 作用下， 以 水 为溶剂， 以96%的产率得到(S)-2-Amino-4-[(2R,3S)-4-(6-amino-purin-9-yl)-2,3-dihydroxy-butylamino]-butyric acid
  参考文献：
  名称：

  Synthesis and biological activity of novel S-Adenosyl-l-homocysteine hydrolase inhibitors

  摘要：

  Four potential S-adenosyl-L-homocysteine hydrolase inhibitors were prepared and tested against purified recombinant rat liver enzyme. Preliminary studies indicate that three of these compounds, 1, 2, and 4, caused time-dependent inactivation of S-adenosyl-L-homocysteine hydrolase but showed a biphasic nature. Compound 3 was found to be a rapid equilibrium inhibitor of this enzyme. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00301-8
• 作为产物：
  描述：

  9-[(2S,3R,4R)-(5,4-dihydroxy-2,3-isopropylidenedioxy)pentyl]adenine 在 sodium periodate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 5.0h， 生成 (S)-4-{[(4R,5S)-5-(6-Amino-purin-9-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-amino}-2-tert-butoxycarbonylamino-butyric acid
  参考文献：
  名称：

  Synthesis and biological activity of novel S-Adenosyl-l-homocysteine hydrolase inhibitors

  摘要：

  Four potential S-adenosyl-L-homocysteine hydrolase inhibitors were prepared and tested against purified recombinant rat liver enzyme. Preliminary studies indicate that three of these compounds, 1, 2, and 4, caused time-dependent inactivation of S-adenosyl-L-homocysteine hydrolase but showed a biphasic nature. Compound 3 was found to be a rapid equilibrium inhibitor of this enzyme. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00301-8