toluene-4-sulfonic acid 2-[anthracen-9-ylmethyl-(toluene-4-sulfonyl)-amino]-ethyl ester | 477283-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: toluene-4-sulfonic acid 2-[anthracen-9-ylmethyl-(toluene-4-sulfonyl)-amino]-ethyl ester
• 英文别名: 2-[Anthracen-9-ylmethyl-(4-methylphenyl)sulfonylamino]ethyl 4-methylbenzenesulfonate
• CAS: 477283-61-7
• 化学式: C₃₁H₂₉NO₅S₂
• 分子量: 559.707
• InChiKey: MBLMWVGTFROINY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  97.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  四亚甲基二胺 、 toluene-4-sulfonic acid 2-[anthracen-9-ylmethyl-(toluene-4-sulfonyl)-amino]-ethyl ester 以 乙腈 为溶剂， 以59%的产率得到N-(2-(4-aminobutylamino)-ethyl)-N-anthracen-9-ylmethyl-4-methylbenzene-sulfonamide
  参考文献：
  名称：

  Synthesis and Characterization of N¹-(4-Toluenesulfonyl)-N¹- (9-anthracenemethyl)triamines

  摘要：

  A modular synthetic approach was developed to access triamines with varying tether lengths from commercially available aminoalkanols. Initial N-alkylation via reductive amination with anthracene-9-carbaldehyde provided the secondary amines in good yield. Subsequent ditosylation with excess TsCl yielded the respective bis-N,O-tosylates. The tosylates were reacted with excess putrescine to give the final triamines. X-ray crystallography revealed that the polyamine tail is preferentially oriented over the shielding cone of the anthracene ring.

  DOI：

  10.1021/jo020331p
• 作为产物：
  描述：

  2-[(anthracen-9-ylmethylene)amino]ethanol 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 toluene-4-sulfonic acid 2-[anthracen-9-ylmethyl-(toluene-4-sulfonyl)-amino]-ethyl ester
  参考文献：
  名称：

  Synthesis and Characterization of N¹-(4-Toluenesulfonyl)-N¹- (9-anthracenemethyl)triamines

  摘要：

  A modular synthetic approach was developed to access triamines with varying tether lengths from commercially available aminoalkanols. Initial N-alkylation via reductive amination with anthracene-9-carbaldehyde provided the secondary amines in good yield. Subsequent ditosylation with excess TsCl yielded the respective bis-N,O-tosylates. The tosylates were reacted with excess putrescine to give the final triamines. X-ray crystallography revealed that the polyamine tail is preferentially oriented over the shielding cone of the anthracene ring.

  DOI：

  10.1021/jo020331p

文献信息

• Synthesis and Characterization of <i>N</i>¹-(4-Toluenesulfonyl)-<i>N</i>¹- (9-anthracenemethyl)triamines
  作者：Chaojie Wang、Khalil A. Abboud、Phanstiel

  DOI：10.1021/jo020331p

  日期：2002.11.1

  A modular synthetic approach was developed to access triamines with varying tether lengths from commercially available aminoalkanols. Initial N-alkylation via reductive amination with anthracene-9-carbaldehyde provided the secondary amines in good yield. Subsequent ditosylation with excess TsCl yielded the respective bis-N,O-tosylates. The tosylates were reacted with excess putrescine to give the final triamines. X-ray crystallography revealed that the polyamine tail is preferentially oriented over the shielding cone of the anthracene ring.