(R)-2-(cyclohexylamino)-1-((3aR,4R,6aR)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethan-1-ol | 1258071-28-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-(cyclohexylamino)-1-((3aR,4R,6aR)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethan-1-ol
• CAS: 1258071-28-1
• 化学式: C₁₅H₂₇NO₄
• 分子量: 285.384
• InChiKey: XVPTYIOOOMHIQU-AAVRWANBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59.95
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-(epoxyethyl)-3,4-(isopropylidenedioxy)tetrahydrofuran 、 环己胺 以 甲醇 为溶剂， 反应 16.0h， 以88%的产率得到(R)-2-(cyclohexylamino)-1-((3aR,4R,6aR)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)ethan-1-ol
  参考文献：
  名称：

  New class of β-aminoalcohol ligands derived from isosorbide and isomannide: application in hydrogen transfer reduction of prochiral ketones

  摘要：

  Starting from isosorbide and isomannide, two by-products from the starch industry, a family of chiral functionalized beta-aminoalcohols presenting a THF ring has been synthesized as potential ligands for hydrogen transfer reduction of prochiral ketones. Under optimal conditions, more than 70% ee with an excellent conversion were obtained for the HTR of the acetophenone. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.060