4-pentyl-3-phenylhexahydro-1H-furo[3,4-c]pyran

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 英文名称: 4-pentyl-3-phenylhexahydro-1H-furo[3,4-c]pyran
• 英文别名: (3R,3aS,4R,7aR)-4-pentyl-3-phenyl-3,3a,4,6,7,7a-hexahydro-1H-furo[3,4-c]pyran
• 化学式: C₁₈H₂₆O₂
• 分子量: 274.403
• InChiKey: ZZOOKQHRTJZNOI-MHORFTMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-ethyl 3-((tert-butyldimethylsilyloxy)methyl)-5-phenylpent-4-enoate 在 lithium aluminium tetrahydride 、 indium(III) bromide 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.17h， 生成 4-pentyl-3-phenylhexahydro-1H-furo[3,4-c]pyran 、
  参考文献：
  名称：

  InBr3-catalyzed stereoselective synthesis of 3,4-disubstituted hexahydro-1H-furo[3,4-c]pyran derivatives

  摘要：

  An gamma,delta-unsaturated alcohol tethered with a hydroxyl group, that is, (E)-2-styrylbutane-1,4-diol (1) undergoes a smooth bicyclization with various aldehydes in the presence of 10 mol % InBr3 and at 0 degrees C to afford a novel series of hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high diastereoselectivity. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2014.05.121

文献信息

• InBr3-catalyzed stereoselective synthesis of 3,4-disubstituted hexahydro-1H-furo[3,4-c]pyran derivatives
  作者：B.V. Subba Reddy、M. Ramana Reddy、B. Sridhar、C. Suresh Reddy

  DOI：10.1016/j.tetlet.2014.05.121

  日期：2014.7

  An gamma,delta-unsaturated alcohol tethered with a hydroxyl group, that is, (E)-2-styrylbutane-1,4-diol (1) undergoes a smooth bicyclization with various aldehydes in the presence of 10 mol % InBr3 and at 0 degrees C to afford a novel series of hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high diastereoselectivity. (C) 2014 Published by Elsevier Ltd.