tert-butyl (2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethyl)carbamate | 1010691-21-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: tert-butyl (2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethyl)carbamate
• CAS: 1010691-21-0
• 化学式: C₂₉H₃₁N₃O₆S₂
• 分子量: 581.714
• InChiKey: VAEHYNKUGJXEMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  40.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  101.03
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethyl)carbamate 在 1-羟基苯并三唑 、 三氟乙酸 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.5h， 生成 N-[2-(3,10,17,24-tetraoxa-13,28-dithia-29,30-diazapentacyclo[24.2.1.112,15.04,9.018,23]triaconta-1(29),4,6,8,12(30),14,18(23),19,21,26-decaen-20-yl)ethyl]pyridine-2-carboxamide
  参考文献：
  名称：

  Molecular recognition of ω-amino acids by thiazolobenzocrown receptors: a GABA-selective ionophore

  摘要：

  Three new thiazolobenzocrown (TBC) ethers conjugated with picolinic acid, benzoic acid and pyridylmethyl were synthesised and their binding properties towards amino acids were assessed by 1H NMR titration and isothermal titration calorimety (ITC). The TBC-picolinic acid conjugate () showed a pronounced selectivity towards GABA by the 1H NMR titration, and the association constant for GABA had the largest value determined by ITC. The association constant of 4 for GABA was about 19 times higher than that of glycine.

  DOI：

  10.1080/10610278.2012.726731
• 作为产物：
  描述：

  1,2-bis(thioamidomethyloxy)benzene 在 potassium carbonate 、 sodium iodide 作用下， 以 丁酮 、 苯 为溶剂， 反应 27.0h， 生成 tert-butyl (2-((12Z,72Z)-3,5,9,11-tetraoxa-1,7(2,4)-dithiazola-4,10(1,2)-dibenzenacyclododecaphane-44-yl)ethyl)carbamate
  参考文献：
  名称：

  Molecular recognition of ω-amino acids by thiazolobenzocrown receptors: a GABA-selective ionophore

  摘要：

  Three new thiazolobenzocrown (TBC) ethers conjugated with picolinic acid, benzoic acid and pyridylmethyl were synthesised and their binding properties towards amino acids were assessed by 1H NMR titration and isothermal titration calorimety (ITC). The TBC-picolinic acid conjugate () showed a pronounced selectivity towards GABA by the 1H NMR titration, and the association constant for GABA had the largest value determined by ITC. The association constant of 4 for GABA was about 19 times higher than that of glycine.

  DOI：

  10.1080/10610278.2012.726731