(S)-2-{[6-((S)-1-Methoxycarbonyl-2-methyl-propylcarbamoyl)-phenoxathiine-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester | 154459-05-9

• 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: (S)-2-{[6-((S)-1-Methoxycarbonyl-2-methyl-propylcarbamoyl)-phenoxathiine-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester
• CAS: 154459-05-9
• 化学式: C₂₆H₃₀N₂O₇S
• 分子量: 514.599
• InChiKey: LPSGMLNCUDPMPP-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  120.03
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{[6-((S)-1-Methoxycarbonyl-2-methyl-propylcarbamoyl)-phenoxathiine-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester 在 一水合肼 作用下， 以 甲醇 为溶剂， 生成
  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：

  吩恶噻 在 N-甲基吗啉 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 53.0h， 生成 (S)-2-{[6-((S)-1-Methoxycarbonyl-2-methyl-propylcarbamoyl)-phenoxathiine-4-carbonyl]-amino}-3-methyl-butyric acid methyl ester
  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