(R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-hydroxy-heptan-1-one | 192766-73-7

• 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: (R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-hydroxy-heptan-1-one
• CAS: 192766-73-7
• 化学式: C₁₇H₂₉NO₄S
• 分子量: 343.488
• InChiKey: KYKVOCYDIUKQSZ-VMUDFCTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  74.68
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-hydroxy-heptan-1-one 在 lithium aluminium tetrahydride 、 Rochelle's salt 作用下， 生成 (2R)-heptane-1,2-diol
  参考文献：
  名称：

  The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultam with 1-pentene and 1-hexene

  摘要：

  The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultarn 2 and its hemiacetal 3 with I-pentene 4 and I-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (S) absolute configuration on the newly formed stereogenic center. The absolute configuration (via X-ray analysis of 6 and chemical correlation) and the extent of asymmetric induction were established. Stereochemical models are proposed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00130-4
• 作为产物：
  描述：

  (E,2R)-1-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-2-hydroxyhept-4-en-1-one 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 以87%的产率得到(R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-hydroxy-heptan-1-one
  参考文献：
  名称：

  The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultam with 1-pentene and 1-hexene

  摘要：

  The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10,2-sultarn 2 and its hemiacetal 3 with I-pentene 4 and I-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (S) absolute configuration on the newly formed stereogenic center. The absolute configuration (via X-ray analysis of 6 and chemical correlation) and the extent of asymmetric induction were established. Stereochemical models are proposed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00130-4