(3R,3aR,6R,6aS)-6-[(2R,3'R,3'aR,5R,5'R,6'aS)-3'-hydroxy-5-[[4-(2-hydroxyethyl)phenoxy]methyl]spiro[1,3-oxazolidine-2,6'-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan]-5'-yl]-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan-3,6-diol | 1021935-58-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: (3R,3aR,6R,6aS)-6-[(2R,3'R,3'aR,5R,5'R,6'aS)-3'-hydroxy-5-[[4-(2-hydroxyethyl)phenoxy]methyl]spiro[1,3-oxazolidine-2,6'-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan]-5'-yl]-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan-3,6-diol
• CAS: 1021935-58-9
• 化学式: C₂₃H₃₁NO₁₀
• 分子量: 481.5
• InChiKey: JQSCKPWCSSNCRT-FBDIQVNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  148
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (3R,3aR,6R,6aS)-6-[(2R,3'R,3'aR,5R,5'R,6'aS)-3'-hydroxy-5-[[4-(2-hydroxyethyl)phenoxy]methyl]spiro[1,3-oxazolidine-2,6'-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan]-5'-yl]-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan-3,6-diol 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 1-amino-3-(4-(2-hydroxyethyl)phenoxy)propan-2-ol
  参考文献：
  名称：

  Non-enzymatic kinetic resolution of β-amino alcohols using C-12 higher carbon sugar as a chiral auxiliary

  摘要：

  An efficient non-enzymatic kinetic resolution strategy capable of accessing optically active P-adrenergic antagonists intermediates is reported. The C-12 higher carbon sugar derived from naturally occurring sucrose was employed to probe the kinetic resolution. Excellent enantiomeric excesses (ee >99%) and high yields were obtained under very mild conditions. The chiral auxiliary could be recovered in a high reclaimed ratio (>95%) and reusable form without any decrease of the resolving ability. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.01.039
• 作为产物：
  描述：

  (1R)-(1,4:3,6-dianhydro-D-mannitol-2-yl)-1,4:3,6-dianhydro-D-fructose 、 1-amino-3-(4-(2-hydroxyethyl)phenoxy)propan-2-ol 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以96.3%的产率得到(3R,3aR,6R,6aS)-6-[(2R,3'R,3'aR,5R,5'R,6'aS)-3'-hydroxy-5-[[4-(2-hydroxyethyl)phenoxy]methyl]spiro[1,3-oxazolidine-2,6'-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan]-5'-yl]-3,3a,5,6a-tetrahydro-2H-furo[3,2-b]furan-3,6-diol
  参考文献：
  名称：

  Non-enzymatic kinetic resolution of β-amino alcohols using C-12 higher carbon sugar as a chiral auxiliary

  摘要：

  An efficient non-enzymatic kinetic resolution strategy capable of accessing optically active P-adrenergic antagonists intermediates is reported. The C-12 higher carbon sugar derived from naturally occurring sucrose was employed to probe the kinetic resolution. Excellent enantiomeric excesses (ee >99%) and high yields were obtained under very mild conditions. The chiral auxiliary could be recovered in a high reclaimed ratio (>95%) and reusable form without any decrease of the resolving ability. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.01.039

文献信息

• Non-enzymatic kinetic resolution of β-amino alcohols using C-12 higher carbon sugar as a chiral auxiliary
  作者：Jing-Yu Zhang、Hong-Min Liu、Hai-Wei Xu、Li-Hong Shan

  DOI：10.1016/j.tetasy.2008.01.039

  日期：2008.3

  An efficient non-enzymatic kinetic resolution strategy capable of accessing optically active P-adrenergic antagonists intermediates is reported. The C-12 higher carbon sugar derived from naturally occurring sucrose was employed to probe the kinetic resolution. Excellent enantiomeric excesses (ee >99%) and high yields were obtained under very mild conditions. The chiral auxiliary could be recovered in a high reclaimed ratio (>95%) and reusable form without any decrease of the resolving ability. (C) 2008 Published by Elsevier Ltd.