(2R)-N-[(3'E)-hex-3'-enoyl]-bornane-10,2-sultam | 273220-46-5

• 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: (2R)-N-[(3'E)-hex-3'-enoyl]-bornane-10,2-sultam
• 英文别名: (E)-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]hex-3-en-1-one；(E)-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]hex-3-en-1-one
• CAS: 273220-46-5
• 化学式: C₁₆H₂₅NO₃S
• 分子量: 311.445
• InChiKey: HISWLODDSFQEDK-NNBKTHEUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R)-N-[(3'E)-hex-3'-enoyl]-bornane-10,2-sultam 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 72.0h， 生成 (2R)-N-[(3'S,4'S)-3',4'-dihydroxyhexanoyl]bornane-10,2-sultam 、 (2R)-N-[(3'R,4'R)-3',4'-dihydroxyhexanoyl]bornane-10,2-sultam
  参考文献：
  名称：

  Asymmetric syn-dihydroxylation of γ-substituted (2R)-N-(β,γ-enoyl)bornane-10,2-sultams

  摘要：

  Various gamma-substituted (2R)-N-( beta,gamma-enoyl)bornane-10,2-sultams have been examined in diastereoselective OsO4 syn-dihydroxylation. In contrast to the C(alpha)-atom, the bornane-10,2-sultam auxiliary exerts a very poor influence on the C(beta)-carbon. Spontaneous stereoselective hydrolysis of the minor diastereoisomer (3S,4S)-5c opens the way to enantiomerically pure building blocks, (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00024-0
• 作为产物：
  描述：

  (2R)-bornane-10,2-sultam 在 三乙胺 、 copper dichloride 作用下， 以 乙腈 、 苯 为溶剂， 反应 19.5h， 生成 (2R)-N-[(3'E)-hex-3'-enoyl]-bornane-10,2-sultam
  参考文献：
  名称：

  Asymmetric syn-dihydroxylation of γ-substituted (2R)-N-(β,γ-enoyl)bornane-10,2-sultams

  摘要：

  Various gamma-substituted (2R)-N-( beta,gamma-enoyl)bornane-10,2-sultams have been examined in diastereoselective OsO4 syn-dihydroxylation. In contrast to the C(alpha)-atom, the bornane-10,2-sultam auxiliary exerts a very poor influence on the C(beta)-carbon. Spontaneous stereoselective hydrolysis of the minor diastereoisomer (3S,4S)-5c opens the way to enantiomerically pure building blocks, (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00024-0

文献信息

• Asymmetric syn-dihydroxylation of γ-substituted (2R)-N-(β,γ-enoyl)bornane-10,2-sultams
  作者：Jerzy Raczko、Michal Achmatowicz、Piotr Kwiatkowski、Christian Chapuis、Zofia Urbanczyk-Lipkowska、Janusz Jurczak

  DOI：10.1016/s0957-4166(00)00024-0

  日期：2000.3

  Various gamma-substituted (2R)-N-( beta,gamma-enoyl)bornane-10,2-sultams have been examined in diastereoselective OsO4 syn-dihydroxylation. In contrast to the C(alpha)-atom, the bornane-10,2-sultam auxiliary exerts a very poor influence on the C(beta)-carbon. Spontaneous stereoselective hydrolysis of the minor diastereoisomer (3S,4S)-5c opens the way to enantiomerically pure building blocks, (C) 2000 Elsevier Science Ltd. All rights reserved.