(1,1,1-trichloro-2-methylpropan-2-yl) N-(3-aminopropyl)-N-[3-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl-(2-trimethylsilylethylsulfonyl)amino]propyl-prop-2-enylamino]propyl]carbamate | 217454-69-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (1,1,1-trichloro-2-methylpropan-2-yl) N-(3-aminopropyl)-N-[3-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl-(2-trimethylsilylethylsulfonyl)amino]propyl-prop-2-enylamino]propyl]carbamate
• CAS: 217454-69-8
• 化学式: C₃₁H₆₂Cl₃N₅O₆SSi
• 分子量: 767.374
• InChiKey: ZSPJFUMRJXMVGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.47
• 重原子数：
  47
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2E)-3-(4-甲氧基苯基)丙烯酰氯 、 (1,1,1-trichloro-2-methylpropan-2-yl) N-(3-aminopropyl)-N-[3-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl-(2-trimethylsilylethylsulfonyl)amino]propyl-prop-2-enylamino]propyl]carbamate 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 以64%的产率得到tert-butyl N-{9-allyl-16-[3-(pmethoxyphenyl)prop-2-enoylamino]-13-(2,2,2-trichloro-tert-butoxycarbonyl)-5-(2-(trimethylsilyl)ethylsulfonyl)-5,9,13-triazahexadec-1-yl]carbamate
  参考文献：
  名称：

  Synthesis of Penta-N-Protected Homocaldopentamine and Its Selective Acylation

  摘要：

  The synthesis of the penta-N-protected polyamine homocaldopentamine {PA 4333, 1, tert-butyl N-[9-allyl-16-azido-13-(2,2,2-trichloro-tert-butoxycarbonyl)-5-(trimethylsilylethylsulfonyl)-5,9,13-triazahexadec-1-yl]carbamate}, containing five independent amino-protecting groups is described. These five protecting groups used-allyl, azido, tert-butoxycarbonyl (BOC), 2,2,2-trichloro-tert-butoxycarbonyl (TCBOC), and trimethylsilylethylsulfonyl (SES)-were removed selectively. The acylation with p-methoxycinnamoyl chloride at each nitrogen of the pentaamine was determined.

  DOI：

  10.1021/jo980689e
• 作为产物：
  描述：

  N-叔丁氧羰基-1,4-丁二胺 在 potassium fluoride 、 Celite 、 水 、 potassium carbonate 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 、 乙腈 为溶剂， 反应 223.0h， 生成 (1,1,1-trichloro-2-methylpropan-2-yl) N-(3-aminopropyl)-N-[3-[3-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl-(2-trimethylsilylethylsulfonyl)amino]propyl-prop-2-enylamino]propyl]carbamate
  参考文献：
  名称：

  Synthesis of Penta-N-Protected Homocaldopentamine and Its Selective Acylation

  摘要：

  The synthesis of the penta-N-protected polyamine homocaldopentamine {PA 4333, 1, tert-butyl N-[9-allyl-16-azido-13-(2,2,2-trichloro-tert-butoxycarbonyl)-5-(trimethylsilylethylsulfonyl)-5,9,13-triazahexadec-1-yl]carbamate}, containing five independent amino-protecting groups is described. These five protecting groups used-allyl, azido, tert-butoxycarbonyl (BOC), 2,2,2-trichloro-tert-butoxycarbonyl (TCBOC), and trimethylsilylethylsulfonyl (SES)-were removed selectively. The acylation with p-methoxycinnamoyl chloride at each nitrogen of the pentaamine was determined.

  DOI：

  10.1021/jo980689e

文献信息

• Synthesis of Penta-<i>N</i>-Protected Homocaldopentamine and Its Selective Acylation
  作者：Jae Kyoung Pak、Manfred Hesse

  DOI：10.1021/jo980689e

  日期：1998.11.1

  The synthesis of the penta-N-protected polyamine homocaldopentamine PA 4333, 1, tert-butyl N-[9-allyl-16-azido-13-(2,2,2-trichloro-tert-butoxycarbonyl)-5-(trimethylsilylethylsulfonyl)-5,9,13-triazahexadec-1-yl]carbamate}, containing five independent amino-protecting groups is described. These five protecting groups used-allyl, azido, tert-butoxycarbonyl (BOC), 2,2,2-trichloro-tert-butoxycarbonyl (TCBOC), and trimethylsilylethylsulfonyl (SES)-were removed selectively. The acylation with p-methoxycinnamoyl chloride at each nitrogen of the pentaamine was determined.