3β,11-dihydroxydrimene | 124987-04-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3β,11-dihydroxydrimene
• 英文别名: 3β-hydroxy drimenol；6β-Hydroxy-2.5.5.8aβ-tetramethyl-1β-hydroxymethyl-1.4.4aα.5.6.7.8.8a-octahydro-naphthalin；(2S,4aS,5S,8aR)-5-(hydroxymethyl)-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-ol
• CAS: 124987-04-8
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: SYSFCGLKPBVTDQ-PWNZVWSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3β,11-dihydroxydrimene 、 乙酸酐 以 吡啶 为溶剂， 生成 Acetic acid (1S,4aR,6S,8aS)-6-acetoxy-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ylmethyl ester
  参考文献：
  名称：

  Ayer, William A.; Craw, Peter A., Canadian Journal of Chemistry, 1989, vol. 67, p. 1371 - 1380

  摘要：

  DOI：
• 作为产物：
  描述：

  (-)-补身醇 反应 29.0h， 以60%的产率得到3β,11-dihydroxydrimene
  参考文献：
  名称：

  drimane系列中的微生物羟基化

  摘要：

  研究了Mucor plumbeus和Rhizopus arrhizus的drimenol和相关化合物的微生物羟基化产物，研究了两种微生物的互补结果（3β和/或6α位置的羟基化）。

  DOI：

  10.1016/s0040-4039(00)74759-9

文献信息

• Microbiological hydroxylation in the drimane series
  作者：Gérard Aranda、Isabelle Facon、Jean-Yves Lallemand、Massoumée Leclaire、Robert Azerad、Manuel Cortes、Jose Lopez、Hector Ramirez

  DOI：10.1016/s0040-4039(00)74759-9

  日期：1992.12

  The Products of the microbiological hydroxylation of drimenol and related compounds by Mucor plumbeus and Rhizopus arrhizus were investigated Complementary results (hydroxylation at 3β- and/or 6α-positions) were obtained with both microorganism.

  研究了Mucor plumbeus和Rhizopus arrhizus的drimenol和相关化合物的微生物羟基化产物，研究了两种微生物的互补结果（3β和/或6α位置的羟基化）。
• Synthetic Access to Bent Polycycles by Cation-π Cyclization
  作者：Ryan A. Shenvi、E. J. Corey

  DOI：10.1021/ol101410g

  日期：2010.8.6

  The presence of an ether oxygen within a chain undergoing cation-polyene cyclization has a profound Influence on the stereochemistry of this important construction, apparently due to nucleophilic participation of oxygen in the cyclization process and formation of an oxonium intermediate, leading to bent fused ring systems.
• AYER, WILLIAM A.;CRAW, PETER A., CAN. J. CHEM., 67,(1989) N, C. 1371-1380
  作者：AYER, WILLIAM A.、CRAW, PETER A.

  DOI：——

  日期：——
• 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.
• Ayer, William A.; Craw, Peter A., Canadian Journal of Chemistry, 1989, vol. 67, p. 1371 - 1380
  作者：Ayer, William A.、Craw, Peter A.

  DOI：——

  日期：——