(+)-10-<(Dibenzylamino)sulfonyl>bornan-6-ol | 156730-37-9

• 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: (+)-10-<(Dibenzylamino)sulfonyl>bornan-6-ol
• 英文别名: N,N-dibenzyl-1-[(1S,2R,4R)-2-hydroxy-7,7-dimethyl-1-bicyclo[2.2.1]heptanyl]methanesulfonamide
• CAS: 156730-37-9
• 化学式: C₂₄H₃₁NO₃S
• 分子量: 413.581
• InChiKey: KHTHHRFEIKSTKF-CQOQZXRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.61
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (+)-10-<(Dibenzylamino)sulfonyl>bornan-6-ol 、 2-丁烯酰氯 以74%的产率得到
  参考文献：
  名称：

  Shida Naomi, Kabuto Chizuko, Niwa Taeko, Ebata Takayuki, Yamamoto Yoshino+, J. Org. Chem, 59 (1994) N 15, S 4068- 4075

  摘要：

  DOI：
• 作为产物：
  描述：

  二苄胺 在 异喹啉 、 4-二甲氨基吡啶 、 L-Selectride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (+)-10-<(Dibenzylamino)sulfonyl>bornan-6-ol
  参考文献：
  名称：

  Studies on s-Cis/s-Trans Preference of Acyclic .alpha.,.beta.-Unsaturated Esters. Reactions, Supersonic Jet Spectroscopy, NOEs, and X-ray Analysis

  摘要：

  The s-cis/s-trans preference of acyclic alpha,beta-unsaturated esters has been studied by their reactions to elucidate the preference in the transition state and by supersonic jet spectroscopy, NOE experiments, and X-ray analysis to clarify the preference in the ground state. It has been widely accepted that enoate-Lewis acid complexes prefer the s-trans conformation not only in the ground state but also in the transition state of the reactions involving those complexes. The conjugate addition of metal amides to uncomplexed enoates proceeds predominantly through the s-cis conformation, and most organocopper conjugate additions in the absence of Lewis acids or related metal salts take place preferentially in the s-cis conformation. It is clarified that the relative population of the s-cis and s-trans conformer of uncomplexed methyl cinnamate is nearly 1:1 in a supersonic free jet and in solution at room temperature. X-ray analyses of 23 and 24 indicate the s-cis conformation, suggesting that most enoates adopt the s-cis form in the solid state except for 16-18.

  DOI：

  10.1021/jo00094a013