Acetic acid (R)-[(1S,6R)-2-(diethoxy-phosphoryloxy)-6-isopropenyl-3-methyl-cyclohex-2-enyl]-furan-2-yl-methyl ester | 122763-78-4

• 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 (R)-[(1S,6R)-2-(diethoxy-phosphoryloxy)-6-isopropenyl-3-methyl-cyclohex-2-enyl]-furan-2-yl-methyl ester
• 英文别名: [(R)-[(1S,6R)-2-diethoxyphosphoryloxy-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-(furan-2-yl)methyl] acetate
• CAS: 122763-78-4
• 化学式: C₂₁H₃₁O₇P
• 分子量: 426.447
• InChiKey: DIQZJTSBUPFPIX-DSKINZAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  84.2
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (R)-[(1S,6R)-2-(diethoxy-phosphoryloxy)-6-isopropenyl-3-methyl-cyclohex-2-enyl]-furan-2-yl-methyl ester 在 氨 、 lithium 作用下， 以80%的产率得到2-[[(1S,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]methyl]furan
  参考文献：
  名称：

  Synthesis and absolute configuration of (-)-furodysinin. New transformations of camphor derivatives

  摘要：

  DOI：

  10.1021/jo00281a002
• 作为产物：
  描述：

  糠醛 在 sodium naphthaleimide 作用下， 生成 Acetic acid (R)-[(1S,6R)-2-(diethoxy-phosphoryloxy)-6-isopropenyl-3-methyl-cyclohex-2-enyl]-furan-2-yl-methyl ester
  参考文献：
  名称：

  Synthesis and absolute configuration of the antiparasitic furanosesquiterpenes (-)-furodysin and (-)-furodysinin. Camphor as a six-membered ring chiral pool template

  摘要：

  The syntheses of (-)-furodysin ((-)-2a) and (-)-furodysinin ((-)-3a) in four steps starting from (+)-9-bromocamphor (18) has been accomplished, thus establishing the absolute configuration of these and related metabolites. This was made possible by the unexpected exo selectivity in the aldol condensation of camphor-like enolates with aldehydes. This has been found to be a general phenomenon in the camphor system. Further, anionic fragmentation of the C1-C7 bond of camphor derivatives has allowed access to synthetic intermediates containing functionalized six-membered rings, thus opening up avenues from camphor to a new class of chiral pool elements not currently available from chiral pool substances.

  DOI：

  10.1021/jo00001a069

文献信息

• VAILLANCOURT, VALERIE;AGHARAHIMI, MOHAMAD R.;SUNDRAM, UMA N.;RICHOU, OLIV+, J. ORG. CHEM., 56,(1991) N, C. 378-387
  作者：VAILLANCOURT, VALERIE、AGHARAHIMI, MOHAMAD R.、SUNDRAM, UMA N.、RICHOU, OLIV+

  DOI：——

  日期：——