tert-butyl (R)-(2-((2-((1-(2-(4-methoxybenzylidene)hydrazineyl)-1-oxo-3-(tritylthio)propan-2-yl)amino)-2-oxoethyl)amino)-2-oxoethyl)carbamate | 1421686-73-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (R)-(2-((2-((1-(2-(4-methoxybenzylidene)hydrazineyl)-1-oxo-3-(tritylthio)propan-2-yl)amino)-2-oxoethyl)amino)-2-oxoethyl)carbamate
• CAS: 1421686-73-8
• 化学式: C₃₉H₄₃N₅O₆S
• 分子量: 709.866
• InChiKey: HPXMDPJYWAVBRE-XIFFEERXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  51.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  147.22
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  Boc-甘氨酰甘氨酸 、 (R)-2-amino-N'-(4-methoxybenzylidene)-3-(tritylthio)propanehydrazide 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 以47%的产率得到tert-butyl (R)-(2-((2-((1-(2-(4-methoxybenzylidene)hydrazineyl)-1-oxo-3-(tritylthio)propan-2-yl)amino)-2-oxoethyl)amino)-2-oxoethyl)carbamate
  参考文献：
  名称：

  Efficient Assembly of Threaded Molecular Machines for Sequence-Specific Synthesis

  摘要：

  We report on an improved strategy for the preparation of artificial molecular machines that can pick up and assemble reactive groups in sequence by traveling along a track. In the new approach a preformed rotaxane synthon is attached to the end of an otherwise fully formed strand of building blocks. This "rotaxane-capping" protocol is significantly more efficient than the "final-step-threading" method employed previously and enables the synthesis of threaded molecular machines that operate on extended oligomer, and potentially polymer, tracks. The methodology is exemplified through the preparation of a machine that adds four amino acid building blocks from a strand in sequence, featuring up to 20-membered ring native chemical ligation transition states.

  DOI：

  10.1021/ja5022415