(+/-)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone | 252979-14-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone
• 英文别名: 6-(Hydroxymethyl)-3-(methoxymethoxy)-6-methylcyclohex-2-en-1-one
• CAS: 252979-14-9
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: LSFFHFNMQYACES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone 在 palladium on activated charcoal lipase AK 、 氢气 、 potassium carbonate 作用下， 以 甲醇 、 苯 为溶剂， 反应 25.0h， 生成 (R)-2-(hydroxymethyl)-2-methylcyclohexanone
  参考文献：
  名称：

  Synthesis of optically active 3-alkoxy-6-hydroxymethyl-6-methyl-2-cyclohexenone

  摘要：

  Optically active 3-alkoxy-6-hydroxymethyl-6-methyl-2-cyclohexenone and 6-acetoxymethyl-3-alkoxy-6-methyl-2-cyclohexenone were efficiently obtained by lipase-catalyzed kinetic resolution. (R)-6-Acetoxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone was converted to the synthetic intermediate of cassiol. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00304-3
• 作为产物：
  描述：

  3-(甲氧基甲氧基)环己-2-烯-1-酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 (+/-)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone
  参考文献：
  名称：

  Synthesis of optically active 3-alkoxy-6-hydroxymethyl-6-methyl-2-cyclohexenone

  摘要：

  Optically active 3-alkoxy-6-hydroxymethyl-6-methyl-2-cyclohexenone and 6-acetoxymethyl-3-alkoxy-6-methyl-2-cyclohexenone were efficiently obtained by lipase-catalyzed kinetic resolution. (R)-6-Acetoxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone was converted to the synthetic intermediate of cassiol. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00304-3

文献信息

• Synthesis of optically active 3-alkoxy-6-hydroxymethyl-6-methyl-2-cyclohexenone
  作者：Hiroaki Miyaoka、Yasuhiro Kajiwara、Miho Hara、Akira Suma、Yasuji Yamada

  DOI：10.1016/s0957-4166(99)00304-3

  日期：1999.8

  Optically active 3-alkoxy-6-hydroxymethyl-6-methyl-2-cyclohexenone and 6-acetoxymethyl-3-alkoxy-6-methyl-2-cyclohexenone were efficiently obtained by lipase-catalyzed kinetic resolution. (R)-6-Acetoxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone was converted to the synthetic intermediate of cassiol. (C) 1999 Elsevier Science Ltd. All rights reserved.