(-)-(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-1,8,8-trimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (-)-(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-1,8,8-trimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
• 英文别名: (3aS)-1,8,8-trimethyl-(7at)-hexahydro-3ar,6c-methano-benz[c]isothiazole-2,2-dioxide；(3aS)-1,8,8-Trimethyl-(7at)-hexahydro-3ar,6c-methano-benz[c]isothiazol-2,2-dioxid；(1S,5R,7R)-4,10,10-trimethyl-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide；(1S,5R,7R)-4,10,10-trimethyl-3λ6-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
• 化学式: C₁₁H₁₉NO₂S
• 分子量: 229.343
• InChiKey: ZTEXMFBFMDPKOQ-FXPVBKGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  D(+)-10-樟脑磺酸 在 盐酸 、 ammonium hydroxide 、 氯化亚砜 、 乙醇 、 镍 作用下， 生成 (-)-(3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-1,8,8-trimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
  参考文献：
  名称：

  Anomalous Mutarotation of Salts of Reychler's Acid. VI. Synthesis and Structure of the Sultam of 2-(N-Methylamino)-d-camphane-10-sulfonic Acid

  摘要：

  DOI：

  10.1021/ja01278a072

文献信息

• Synthesis of a Six-Membered-Ring (2R)-10a-Homobornane-10a,2-sultam and Structural Comparison with Oppolzer's, Lang's, and King's Sultams
  作者：Anna Piątek、Christian Chapuis、Janusz Jurczak

  DOI：10.1002/1522-2675(200207)85:7<1973::aid-hlca1973>3.0.co;2-n

  日期：2002.7

  The new six-membered-ring (2R)-10a-homobornane-10a,2-sultam (-)-3a was synthesized and its X-ray structural analysis was compared with that of the novel structure of the five-membered-ring (2R)-bornane-10,2-sultam analogues (-)-1a,b as well as with that already published for the six-membered-ring trans-decalin-like sultam 4a. Based on DN** density-function calculations and X-ray crystallographic studies of the N-methylated analogues (-)-1e and 4b and by comparing with the conformation of the N-fluoro derivatives (-)-1c and (+)-1d, the anomeric stabilization was estimated to be smaller than the 2.0-2.5 kcal/mol earlier suggested. The direction of pyramidalization is rationalized in terms of H-bond and steric and electronic interactions and extended to the known toluenesultam derivatives 10a-c.
• Anomalous Mutarotation of Salts of Reychler's Acid. VI. Synthesis and Structure of the Sultam of 2-(N-Methylamino)-d-camphane-10-sulfonic Acid
  作者：R. L. Shriner、James A. Shotton、Harry Sutherland

  DOI：10.1021/ja01278a072

  日期：1938.11