(2S)-4,4-dimethoxy-2-pentanol | 292043-54-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S)-4,4-dimethoxy-2-pentanol
• 英文别名: (2S)-4,4-dimethoxypentan-2-ol
• CAS: 292043-54-0
• 化学式: C₇H₁₆O₃
• 分子量: 148.202
• InChiKey: ANMZUJWHIVQZDK-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-4,4-dimethoxy-2-pentanol 在 一水合肼 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 生成 (-)-(2R)-1-(2-methyl-1,3-dioxan-2-yl)-2-aminopropane
  参考文献：
  名称：

  Improvement of the chemoenzymatic synthesis of both enantiomers of keto-protected 4-amino-2-pentanone

  摘要：

  An improved enantioselective synthesis (five steps, 37-44% yield versus seven to 10 steps, 13.5 and 12% yield, respectively) of both enantiomers of keto-protected 4-amino-2-pentanone has been realized, the key step being the microbiological reduction of 2,4-pentanedione. This study shows that microbiological reductions of the mono acetal-protected 2,4-pentanedione afforded in most cases the corresponding ketol with moderate to excellent enantiomeric excesses, depending on the microorganism used. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00167-1
• 作为产物：
  描述：

  (+)-(4S)-4-羟基戊烷-2-酮 、 原甲酸三甲酯 在 Amberlyst 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 (2S)-4,4-dimethoxy-2-pentanol
  参考文献：
  名称：

  Improvement of the chemoenzymatic synthesis of both enantiomers of keto-protected 4-amino-2-pentanone

  摘要：

  An improved enantioselective synthesis (five steps, 37-44% yield versus seven to 10 steps, 13.5 and 12% yield, respectively) of both enantiomers of keto-protected 4-amino-2-pentanone has been realized, the key step being the microbiological reduction of 2,4-pentanedione. This study shows that microbiological reductions of the mono acetal-protected 2,4-pentanedione afforded in most cases the corresponding ketol with moderate to excellent enantiomeric excesses, depending on the microorganism used. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00167-1

文献信息

• Improvement of the chemoenzymatic synthesis of both enantiomers of keto-protected 4-amino-2-pentanone
  作者：Pascale Besse、Stéphane Ciblat、Jean-Louis Canet、Yves Troin、Henri Veschambre

  DOI：10.1016/s0957-4166(00)00167-1

  日期：2000.6

  An improved enantioselective synthesis (five steps, 37-44% yield versus seven to 10 steps, 13.5 and 12% yield, respectively) of both enantiomers of keto-protected 4-amino-2-pentanone has been realized, the key step being the microbiological reduction of 2,4-pentanedione. This study shows that microbiological reductions of the mono acetal-protected 2,4-pentanedione afforded in most cases the corresponding ketol with moderate to excellent enantiomeric excesses, depending on the microorganism used. (C) 2000 Elsevier Science Ltd. All rights reserved.