4′-tert-butyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-one hydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 4′-tert-butyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-one hydrochloride
• 英文别名: 4'-(Tert-butyl)-8-azaspiro[bicyclo[3.2.1]octane-3,2'-morpholin]-5'-one hydrochloride；4'-tert-butylspiro[8-azabicyclo[3.2.1]octane-3,6'-morpholine]-3'-one;hydrochloride
• 化学式: C₁₄H₂₄N₂O₂*ClH
• 分子量: 288.818
• InChiKey: NOJJHIJRDPIPPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  41.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl 4′-tert-butyl-5′-oxo-8-azaspiro[bicyclo-[3.2.1]octane-3,2′-morpholine]-8-carboxylate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 以90%的产率得到4′-tert-butyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-one hydrochloride
  参考文献：
  名称：

  Synthesis of 4′-alkyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-ones

  摘要：

  N-Boc-protected 8-azaspiro[bicyclo[3.2.1]octane-3,2'-oxirane] reacted with primary aliphatic amines through opening of the epoxide ring with formation of the corresponding amino alcohols which were converted into N-chloroacetyl derivatives. The latter underwent cyclization to N-Boc-protected 4'-alkyl-8-azaspiro[bicyclo[3.2.1]octane-3,2'-morpholin]-5'-ones by the action of sodium hydride in DMF, and subsequent treatment with hydrogen chloride in ethyl acetate afforded 8-azaspiro[bicyclo[3.2.1]octane-3,2'-morpholin]-5'-one hydrochlorides.

  DOI：

  10.1134/s1070428016010164

文献信息

• Synthesis of 4′-alkyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-ones
  作者：A. Yu. Mandzhulo、N. A. Mel’nichuk、V. N. Fetyukhin、M. V. Vovk

  DOI：10.1134/s1070428016010164

  日期：2016.1

  N-Boc-protected 8-azaspiro[bicyclo[3.2.1]octane-3,2'-oxirane] reacted with primary aliphatic amines through opening of the epoxide ring with formation of the corresponding amino alcohols which were converted into N-chloroacetyl derivatives. The latter underwent cyclization to N-Boc-protected 4'-alkyl-8-azaspiro[bicyclo[3.2.1]octane-3,2'-morpholin]-5'-ones by the action of sodium hydride in DMF, and subsequent treatment with hydrogen chloride in ethyl acetate afforded 8-azaspiro[bicyclo[3.2.1]octane-3,2'-morpholin]-5'-one hydrochlorides.