2-<4-(2-tetrahydropyranyloxy)benzyl>-1-cyclohexanone | 150639-60-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-<4-(2-tetrahydropyranyloxy)benzyl>-1-cyclohexanone
• 英文别名: 2-[[4-(Oxan-2-yloxy)phenyl]methyl]cyclohexan-1-one
• CAS: 150639-60-4
• 化学式: C₁₈H₂₄O₃
• 分子量: 288.387
• InChiKey: DHAAAKYVMOGXLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-<4-(2-tetrahydropyranyloxy)benzyl>-1-cyclohexanone 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 phosphate buffer 、 Dowex 50W (H+) 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 20.0h， 生成 (1S,2S)-cis-2-(4-hydroxybenzyl)-1-cyclohexanol
  参考文献：
  名称：

  Chiral precursors of optically active juvenoids

  摘要：

  For preparation of all four enantiomers of 2-(4-hydroxybenzyl)-1-cyclohexanol (1a-4a) by biotransformation reactions, Saccharomyces cerevisiae (SC) and pig pancreatic lipase (PPL) were used in aqueous media. The THP-protected substrates (5b, 6b and 7b) gave products with a good enantiomeric excess comparable with that of the CH3-protected substrates (5c,6c and 7c), whereas the deprotection was much easier in case of the THP-protected compounds.

  DOI：

  10.1016/s0040-4020(01)82379-6
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 2-(4-Hydroxybenzyl)-1-cyclohexanone 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以99.72%的产率得到2-<4-(2-tetrahydropyranyloxy)benzyl>-1-cyclohexanone
  参考文献：
  名称：

  Chiral precursors of optically active juvenoids

  摘要：

  For preparation of all four enantiomers of 2-(4-hydroxybenzyl)-1-cyclohexanol (1a-4a) by biotransformation reactions, Saccharomyces cerevisiae (SC) and pig pancreatic lipase (PPL) were used in aqueous media. The THP-protected substrates (5b, 6b and 7b) gave products with a good enantiomeric excess comparable with that of the CH3-protected substrates (5c,6c and 7c), whereas the deprotection was much easier in case of the THP-protected compounds.

  DOI：

  10.1016/s0040-4020(01)82379-6

文献信息

• Chiral precursors of optically active juvenoids
  作者：Marie Zarevúcka、Martin Rejzek、Zdeněk Wimmer、David Šaman、Ludvík Streinz

  DOI：10.1016/s0040-4020(01)82379-6

  日期：1993.6

  For preparation of all four enantiomers of 2-(4-hydroxybenzyl)-1-cyclohexanol (1a-4a) by biotransformation reactions, Saccharomyces cerevisiae (SC) and pig pancreatic lipase (PPL) were used in aqueous media. The THP-protected substrates (5b, 6b and 7b) gave products with a good enantiomeric excess comparable with that of the CH3-protected substrates (5c,6c and 7c), whereas the deprotection was much easier in case of the THP-protected compounds.