6β-Hydroxy-2.5.5.8aβ-tetramethyl-1β-acetoxymethyl-1.4.4aα.5.6.7.8.8a-octahydro-naphthalin | 148553-49-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6β-Hydroxy-2.5.5.8aβ-tetramethyl-1β-acetoxymethyl-1.4.4aα.5.6.7.8.8a-octahydro-naphthalin
• 英文别名: 3β-hydroxy-11-acetyldrimene；[(1S,4aR,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl acetate
• CAS: 148553-49-5
• 化学式: C₁₇H₂₈O₃
• 分子量: 280.408
• InChiKey: VPVQYTZFTFTKLQ-QBYUYEEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  drimenyl acetate 在 Aspergillus niger 、 β-环糊精 、 Carbopol 934 作用下， 反应 144.0h， 以33%的产率得到6β-Hydroxy-2.5.5.8aβ-tetramethyl-1β-acetoxymethyl-1.4.4aα.5.6.7.8.8a-octahydro-naphthalin
  参考文献：
  名称：

  Microbiologically-assisted hemisynthesis of 1α-hydroxydrimenol

  摘要：

  The hemisynthesis of 1 alpha -hydroxydrimenol has been selected to illustrate a synthetic route involving an initial microbial 3 beta -hydroxylation of a drimenol derivative followed by a functionalization transfer to position 1 alpha, thus generating a new potentially bioactive hydroxylated terpenic compound, Several methods have been investigated for the protection and the regeneration of the 7,8-double bond of drimenyl derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00353-6

文献信息

• A New Strategy for the Synthesis of Cyclic Terpenoids Based on the Radical Opening of Acyclic Epoxypolyenes
  作者：Alejandro F. Barrero、Juan M. Cuerva、M. M. Herrador、Mónica V. Valdivia

  DOI：10.1021/jo0155207

  日期：2001.6.1
• Microbiologically-assisted hemisynthesis of 1α-hydroxydrimenol
  作者：Gérard Aranda、Manuel Cortés、Michèle Maurs、Robert Azerad

  DOI：10.1016/s0957-4166(01)00353-6

  日期：2001.8

  The hemisynthesis of 1 alpha -hydroxydrimenol has been selected to illustrate a synthetic route involving an initial microbial 3 beta -hydroxylation of a drimenol derivative followed by a functionalization transfer to position 1 alpha, thus generating a new potentially bioactive hydroxylated terpenic compound, Several methods have been investigated for the protection and the regeneration of the 7,8-double bond of drimenyl derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.