N-[3-(6-Cyclopropylamino-purin-9-yl)-propyl]-hydroxylamine; hydrochloride

• 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: N-[3-(6-Cyclopropylamino-purin-9-yl)-propyl]-hydroxylamine; hydrochloride
• 英文别名: 3-[6-(Cyclopropylamino)purin-9-yl]propyl-hydroxyazanium;chloride
• 化学式: C₁₁H₁₆N₆O*ClH
• 分子量: 284.749
• InChiKey: FHCGMRFDGFNYPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  87.9
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(6-chloro-9H-purin-9-yl)-1-N-[(N-tert-butyloxycarbonyl-O-carbobenzyloxy)amino]propane 在 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成 N-[3-(6-Cyclopropylamino-purin-9-yl)-propyl]-hydroxylamine; hydrochloride
  参考文献：
  名称：

  Syntheses of novel hydroxylamine carbanucleosides

  摘要：

  Enantiomerically pure 4'-hydroxylamino-adenine-derived carbanucleosides have been synthesized as isosteric 4'-hydroxymethyl analogs to carbovir, ddA, and aristeromycin. The key steps in the syntheses involved an enzymatic desymmetrization, two subsequent Mitsunobu reactions, and a highly diastereoselective ruthenium tetroxide-mediated dihydroxylation, overcoming the syn-directing effect seen in osmium tetroxide-mediated dihydroxylations. Hydroxylamino-propane analogs were also synthesized through similar methodology to afford adenine and cyclopropylamino purine analogs to acyclovir. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00359-7