tert-butyl (5S)-5-hydroxyoct-7-enoate | 1027220-23-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tert-butyl (5S)-5-hydroxyoct-7-enoate
• CAS: 1027220-23-0
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: NSVBTNFBVZVSDO-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (5S)-5-hydroxyoct-7-enoate 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 6-allyl-tetrahydropyran-2-one
  参考文献：
  名称：

  Efficient Asymmetric Synthesis of (+)-SCH 351448

  摘要：

  An efficient and stereocontrolled total synthesis of (+)-SCH 351448, a novel activator of low-density lipoprotein receptor promoter, has been achieved with a longest linear sequence of 21 steps. Key steps include applications of the recently developed asymmetric allyl- and crotylsilane reagents and a new protodesilylative version of the tandem silylformylation/allyisilylation reaction, which provides an efficient synthesis of 1,5-syn-diols.

  DOI：

  10.1021/ol0515006
• 作为产物：
  描述：

  but-3-enoic acid tert-butyl ester 、 (3aS,7aS)-1,3-bis[(4-bromophenyl)methyl]-2-chlorooctahydro-2-(2-propenyl)-1H-1,3,2-benzodiazasilole 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 tert-butyl (5S)-5-hydroxyoct-7-enoate 、
  参考文献：
  名称：

  Efficient Asymmetric Synthesis of (+)-SCH 351448

  摘要：

  An efficient and stereocontrolled total synthesis of (+)-SCH 351448, a novel activator of low-density lipoprotein receptor promoter, has been achieved with a longest linear sequence of 21 steps. Key steps include applications of the recently developed asymmetric allyl- and crotylsilane reagents and a new protodesilylative version of the tandem silylformylation/allyisilylation reaction, which provides an efficient synthesis of 1,5-syn-diols.

  DOI：

  10.1021/ol0515006

文献信息

• Efficient Asymmetric Synthesis of (+)-SCH 351448
  作者：Sergei Bolshakov、James L. Leighton

  DOI：10.1021/ol0515006

  日期：2005.8.1

  An efficient and stereocontrolled total synthesis of (+)-SCH 351448, a novel activator of low-density lipoprotein receptor promoter, has been achieved with a longest linear sequence of 21 steps. Key steps include applications of the recently developed asymmetric allyl- and crotylsilane reagents and a new protodesilylative version of the tandem silylformylation/allyisilylation reaction, which provides an efficient synthesis of 1,5-syn-diols.