Acetic acid (1R,3aS,7aS,8S,8aS,10R,12R,12aS,12bS,12cS)-12-acetoxy-8-hydroxy-3a,6,6,8a,10,12b-hexamethyl-10-vinyl-dodecahydro-5,7,9-trioxa-cyclohepta[jk]phenanthren-1-yl ester | 73493-66-0

• 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: Acetic acid (1R,3aS,7aS,8S,8aS,10R,12R,12aS,12bS,12cS)-12-acetoxy-8-hydroxy-3a,6,6,8a,10,12b-hexamethyl-10-vinyl-dodecahydro-5,7,9-trioxa-cyclohepta[jk]phenanthren-1-yl ester
• 英文别名: [(1S,2R,5S,10S,11S,12S,14R,16R,17S,18S)-16-acetyloxy-14-ethenyl-11-hydroxy-1,5,8,8,12,14-hexamethyl-7,9,13-trioxatetracyclo[8.7.1.05,18.012,17]octadecan-2-yl] acetate
• CAS: 73493-66-0
• 化学式: C₂₇H₄₂O₈
• 分子量: 494.626
• InChiKey: OCAWJUSMMRAJIO-PENGMQOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 Acetic acid (1R,3aS,7aS,8S,8aS,10R,12R,12aS,12bS,12cS)-12-acetoxy-8-hydroxy-3a,6,6,8a,10,12b-hexamethyl-10-vinyl-dodecahydro-5,7,9-trioxa-cyclohepta[jk]phenanthren-1-yl ester 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 48.0h， 以73.7%的产率得到(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,3aS,7aS,8S,8aS,10R,12R,12aS,12bS,12cS)-1,12-diacetoxy-3a,6,6,8a,10,12b-hexamethyl-10-vinyl-dodecahydro-5,7,9-trioxa-cyclohepta[jk]phenanthren-8-yl ester
  参考文献：
  名称：

  Structures of Two New Highly Oxygenated Labdane-Type Diterpenoids and a New Cadinane-Type Sesquiterpenoid Possessing a Cyclic Ether Linkage from the Liverwort Ptychanthus striatus

  摘要：

  As a part of our systematic investigation of biologically active substances of liverworts, we studied the chemical constituents of the liverwort Ptychanthus striatus belonging to the Lejeuneaceae family, and isolated two novel labdane-type diterpenoids, named ptychantins J and K, and a new cadinane-type sesquiterpene possessing a cyclic ether linkage. Their relative structures were determined by a combination of high resolution NMR spectrometry, X-Ray crystallographic analysis and chemical degradations.

  DOI：

  10.3987/com-02-s67
• 作为产物：
  描述：

  2,2-二甲氧基丙烷 、 Acetic acid (1R,3R,4aS,5S,6S,6aS,7S,10R,10aS,10bS)-10-acetoxy-5,6-dihydroxy-7-hydroxymethyl-3,4a,7,10a-tetramethyl-3-vinyl-dodecahydro-benzo[f]chromen-1-yl ester 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以72.3%的产率得到Acetic acid (1R,3aS,7aS,8S,8aS,10R,12R,12aS,12bS,12cS)-12-acetoxy-8-hydroxy-3a,6,6,8a,10,12b-hexamethyl-10-vinyl-dodecahydro-5,7,9-trioxa-cyclohepta[jk]phenanthren-1-yl ester
  参考文献：
  名称：

  Structures of Two New Highly Oxygenated Labdane-Type Diterpenoids and a New Cadinane-Type Sesquiterpenoid Possessing a Cyclic Ether Linkage from the Liverwort Ptychanthus striatus

  摘要：

  As a part of our systematic investigation of biologically active substances of liverworts, we studied the chemical constituents of the liverwort Ptychanthus striatus belonging to the Lejeuneaceae family, and isolated two novel labdane-type diterpenoids, named ptychantins J and K, and a new cadinane-type sesquiterpene possessing a cyclic ether linkage. Their relative structures were determined by a combination of high resolution NMR spectrometry, X-Ray crystallographic analysis and chemical degradations.

  DOI：

  10.3987/com-02-s67