Allyl-((2R,4aR,6S,7R,8S,8aS)-7-allyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-amine | 851190-93-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Allyl-((2R,4aR,6S,7R,8S,8aS)-7-allyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-amine
• 英文别名: (2R,4aR,6S,7R,8S,8aS)-6-methoxy-2-phenyl-N,7-bis(prop-2-enyl)-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-amine
• CAS: 851190-93-7
• 化学式: C₂₀H₂₇NO₄
• 分子量: 345.439
• InChiKey: VZHCYDUJEORYBC-FFDFYAMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Allyl-((2R,4aR,6S,7R,8S,8aS)-7-allyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-amine 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 吡啶 、 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 56.0h， 生成 (2R,4aR,6S,6aR,11aS,11bS)-6-Methoxy-2-phenyl-4a,6,6a,7,10,11,11a,11b-octahydro-4H-1,3,5-trioxa-11-aza-cyclohepta[a]naphthalene
  参考文献：
  名称：

  A ring-closing metathesis route to 7-membered aza-heteroannulated sugars

  摘要：

  Azepane rings have been constructed diastereoselectively upon a carbohydrate derivative utilising reductive amination and RCM. The stereochemistry of the ring junctions was confirmed by X-ray crystallography and NMR. Diastereo selective dihydroxylation has also been employed to afford a tetrahydroxylated azepane carbohydrate derivative with potential biological activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.007
• 作为产物：
  描述：

  methyl 4,6-O-benzylidene-2-deoxy-2-C-propenyl-α-D-erythro-hexopyranosid-3-ulose 、 丙烯胺 在 溶剂黄146 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以76%的产率得到Allyl-((2R,4aR,6S,7R,8S,8aS)-7-allyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-amine
  参考文献：
  名称：

  A ring-closing metathesis route to 7-membered aza-heteroannulated sugars

  摘要：

  Azepane rings have been constructed diastereoselectively upon a carbohydrate derivative utilising reductive amination and RCM. The stereochemistry of the ring junctions was confirmed by X-ray crystallography and NMR. Diastereo selective dihydroxylation has also been employed to afford a tetrahydroxylated azepane carbohydrate derivative with potential biological activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.007