trans-N-Boc-4-(1,1-dioxo-2-isothiazolidinyl)cyclohexylamine | 1092493-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: trans-N-Boc-4-(1,1-dioxo-2-isothiazolidinyl)cyclohexylamine
• CAS: 1092493-84-9
• 化学式: C₁₄H₂₆N₂O₄S
• 分子量: 318.437
• InChiKey: UFHYEHUMLRVICE-HAQNSBGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  75.71
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  trans-N-Boc-4-(1,1-dioxo-2-isothiazolidinyl)cyclohexylamine 以 various solvent(s) 为溶剂， 反应 1.0h， 以95%的产率得到2-(trans-4-aminocyclohexyl)isothiazolidine 1,1-dioxide
  参考文献：
  名称：

  Novel Practical Deprotection of N-Boc Compounds Using Fluorinated Alcohols

  摘要：

  The thermolytic deprotection of N-Boc compounds was accomplished using TFE (2,2,2-trifluoroethanol) or HFIP (hexafluoroisopropanol) as solvents. Even though the cleavage of the t-butylcarbamate (Boc) group can be achieved at solvent reflux temperature, the deprotection process was significantly accelerated under microwave-assisted conditions. The practicality of this methodology was demonstrated on alkyl, aryl, and heteroaromatic N-Boc-amines.

  DOI：

  10.1080/00397910802238718
• 作为产物：
  描述：

  trans-N-Boc-4-[(3'-chloropropanesulfonyl)amino]cyclohexylamine 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.5h， 以71%的产率得到trans-N-Boc-4-(1,1-dioxo-2-isothiazolidinyl)cyclohexylamine
  参考文献：
  名称：

  Novel Practical Deprotection of N-Boc Compounds Using Fluorinated Alcohols

  摘要：

  The thermolytic deprotection of N-Boc compounds was accomplished using TFE (2,2,2-trifluoroethanol) or HFIP (hexafluoroisopropanol) as solvents. Even though the cleavage of the t-butylcarbamate (Boc) group can be achieved at solvent reflux temperature, the deprotection process was significantly accelerated under microwave-assisted conditions. The practicality of this methodology was demonstrated on alkyl, aryl, and heteroaromatic N-Boc-amines.

  DOI：

  10.1080/00397910802238718

文献信息

• Deprotection of N-BOC compounds
  申请人：Choy Jason Chi-Chung

  公开号：US20090203910A1

  公开（公告）日：2009-08-13

  Organic compounds having nitrogen atoms protected with t-butoxycarbonyl are effectively deprotected by heating in a fluorinated alcohol solution.

  具有叔丁氧羰基保护的含氮有机化合物可以通过在氟代醇溶液中加热来有效去保护。