2,8-dimethyl-4,6-bis(aminomethyl)-phenoxathiin-10,10-dioxide | 154459-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2,8-dimethyl-4,6-bis(aminomethyl)-phenoxathiin-10,10-dioxide
• 英文别名: [6-(Aminomethyl)-2,8-dimethyl-10,10-dioxophenoxathiin-4-yl]methanamine；[6-(aminomethyl)-2,8-dimethyl-10,10-dioxophenoxathiin-4-yl]methanamine
• CAS: 154459-10-6
• 化学式: C₁₆H₁₈N₂O₃S
• 分子量: 318.397
• InChiKey: QSZGLHAYSANGIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,8-dimethyl-4,6-bis(aminomethyl)-phenoxathiin-10,10-dioxide 、 在 N-甲基吗啉 、 盐酸 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 168.0h， 以13%的产率得到7,10,20,23-tetraaza-30,37-dioxa-2,15-dithia-28,32-dimethyl-2,21-dibenzyl-heptacyclo-(32.3.1.3^{3,5_.312,14_.316,18_.113,17_.14,26})-tetraconta-1(26),3,5,12(34),13,16(28),17,25,28,31,35,39-dodecaen-2,2,8,11,19,22-hexoxid
  参考文献：
  名称：

  Parallel β-sheet conformation in macrocycles

  摘要：

  Amino acids (Val, Phe) are combined with two rigid spacers phenoxathiin-4,6-dicarboxylic acid (5) and 2,8-dimethyl-4,6-bis(aminomethyl)phenoxathiin-10,10-dioxide (6) to synthesize the cyclic structures 1 (5-Val/Val-6) and 2 (5-Phe/Phe-6). The diacid and diamino spacers 5 and 6 provide a distance between the attached short peptides which allows hydrogen bonding similar to that found in a parallel beta-sheet. The beta-sheet conformation of 1 and 2 is proved by NMR measurements at low temperatures. The derived dihedral angles and NOE distances are compared to the most stable conformations of 1 calculated with MM3 and AM1.

  DOI：

  10.1016/s0040-4020(01)80237-4
• 作为产物：
  描述：

  2,8-dimethylphenoxathiin 在 硫酸 、 双氧水 、 一水合肼 作用下， 以 1,4-二氧六环 、 乙醇 、 溶剂黄146 为溶剂， 反应 218.0h， 生成 2,8-dimethyl-4,6-bis(aminomethyl)-phenoxathiin-10,10-dioxide
  参考文献：
  名称：

  Parallel β-sheet conformation in macrocycles

  摘要：

  Amino acids (Val, Phe) are combined with two rigid spacers phenoxathiin-4,6-dicarboxylic acid (5) and 2,8-dimethyl-4,6-bis(aminomethyl)phenoxathiin-10,10-dioxide (6) to synthesize the cyclic structures 1 (5-Val/Val-6) and 2 (5-Phe/Phe-6). The diacid and diamino spacers 5 and 6 provide a distance between the attached short peptides which allows hydrogen bonding similar to that found in a parallel beta-sheet. The beta-sheet conformation of 1 and 2 is proved by NMR measurements at low temperatures. The derived dihedral angles and NOE distances are compared to the most stable conformations of 1 calculated with MM3 and AM1.

  DOI：

  10.1016/s0040-4020(01)80237-4