Benzoic acid (1aR,2R,4R,4aS,8R,8aS)-2-(1-hydroxy-1-methyl-ethyl)-4a,8-dimethyl-2,3,4,4a,5,8-hexahydro-1aH-1-oxa-cyclopropa[d]naphthalen-4-yl ester | 615577-61-2

• 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: Benzoic acid (1aR,2R,4R,4aS,8R,8aS)-2-(1-hydroxy-1-methyl-ethyl)-4a,8-dimethyl-2,3,4,4a,5,8-hexahydro-1aH-1-oxa-cyclopropa[d]naphthalen-4-yl ester
• 英文别名: [(1aR,2R,4R,4aS,8R,8aS)-2-(2-hydroxypropan-2-yl)-4a,8-dimethyl-1a,2,3,4,5,8-hexahydronaphtho[4,4a-b]oxiren-4-yl] benzoate
• CAS: 615577-61-2
• 化学式: C₂₂H₂₈O₄
• 分子量: 356.462
• InChiKey: OFBPNLWHBQPOOS-QODLSEAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Benzoic acid (1aR,2R,4R,4aS,8R,8aS)-2-(1-hydroxy-1-methyl-ethyl)-4a,8-dimethyl-2,3,4,4a,5,8-hexahydro-1aH-1-oxa-cyclopropa[d]naphthalen-4-yl ester 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到Benzoic acid (3R,4R,4aS,5R)-4-hydroxy-3-(1-hydroxy-1-methyl-ethyl)-4a,5-dimethyl-2,3,4,4a,5,8-hexahydro-naphthalen-1-yl ester
  参考文献：
  名称：

  A general, ring closure metathesis based enantiospecific approach to polyfunctional eudesmane, eremophilane and agarofuran sesquiterpenoids

  摘要：

  An enantiospecific and stereo- and functional group diversity oriented approach to eudesmane, eremophilane and agarofuran sesquiterpenoids from (-)-carvone has been devised. RCM has been employed as the key reaction to generate the highly functionalized eudesmane framework. Further elaboration of the eudesmane framework to agarofurans and biogenetic-type rearrangement to eremophilanes is Outlined. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01757-x
• 作为产物：
  描述：

  (2S,3R,5R)-2-allyl-3-hydroxy-5-isopropenyl-2-methylcyclohexan-1-one 在 Grubbs catalyst first generation 、 4-二甲氨基吡啶 、 氯化亚砜 、 cerium(III) chloride 、 mercury(II) diacetate 、 碳酸氢钠 、 溶剂黄146 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 水 、 苯 为溶剂， 生成 Benzoic acid (1aR,2R,4R,4aS,8R,8aS)-2-(1-hydroxy-1-methyl-ethyl)-4a,8-dimethyl-2,3,4,4a,5,8-hexahydro-1aH-1-oxa-cyclopropa[d]naphthalen-4-yl ester
  参考文献：
  名称：

  A general, ring closure metathesis based enantiospecific approach to polyfunctional eudesmane, eremophilane and agarofuran sesquiterpenoids

  摘要：

  An enantiospecific and stereo- and functional group diversity oriented approach to eudesmane, eremophilane and agarofuran sesquiterpenoids from (-)-carvone has been devised. RCM has been employed as the key reaction to generate the highly functionalized eudesmane framework. Further elaboration of the eudesmane framework to agarofurans and biogenetic-type rearrangement to eremophilanes is Outlined. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01757-x