Pent-4-enoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester | 157766-05-7

• 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: Pent-4-enoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
• 英文别名: [(1R,2S,4S)-1-(dicyclohexylsulfamoylmethyl)-7,7-dimethyl-2-bicyclo[2.2.1]heptanyl] pent-4-enoate
• CAS: 157766-05-7
• 化学式: C₂₇H₄₅NO₄S
• 分子量: 479.725
• InChiKey: LZUREFZYKHCCPW-DDZLNHKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Pent-4-enoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester 在 lithium aluminium tetrahydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (2S)-(-)-2-allyl-[3',4'-(methylenedioxy)phenyl]propan-1-ol
  参考文献：
  名称：

  Enantioselective synthesis of (R)-(+)-β-piperonyl-γ-butyrolactone

  摘要：

  Lactone (R)-(+)-1, was prepared from (2S)-(-)-2-allyl-[3',4'-(methylenedioxy)phenyl]propan-1-ol(7). This intermediate was synthesized by two complementary pathways, using as the key steps the diastereoselective alkylation of esters 4 and 5, respectively.

  DOI：

  10.1016/0957-4166(94)80161-4
• 作为产物：
  描述：

  4-戊烯酸 在 silver cyanide 、 草酰氯 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 Pent-4-enoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
  参考文献：
  名称：

  Enantioselective synthesis of (R)-(+)-β-piperonyl-γ-butyrolactone

  摘要：

  Lactone (R)-(+)-1, was prepared from (2S)-(-)-2-allyl-[3',4'-(methylenedioxy)phenyl]propan-1-ol(7). This intermediate was synthesized by two complementary pathways, using as the key steps the diastereoselective alkylation of esters 4 and 5, respectively.

  DOI：

  10.1016/0957-4166(94)80161-4

文献信息

• Enantioselective synthesis of (R)-(+)-β-piperonyl-γ-butyrolactone
  作者：Hiram C.A. Filho、Ubiracir F.L. Filho、Sergio Pinheiro、Mario L.A.A. Vasconcellos、Paulo R.R. Costa

  DOI：10.1016/0957-4166(94)80161-4

  日期：1994.7

  Lactone (R)-(+)-1, was prepared from (2S)-(-)-2-allyl-[3',4'-(methylenedioxy)phenyl]propan-1-ol(7). This intermediate was synthesized by two complementary pathways, using as the key steps the diastereoselective alkylation of esters 4 and 5, respectively.