(E)-2-styrylbutane-1,4-diol | 1619980-55-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-2-styrylbutane-1,4-diol
• 英文别名: 2-[(1E)-2-Phenylethenyl]-1,4-butanediol；2-[(E)-2-phenylethenyl]butane-1,4-diol
• CAS: 1619980-55-0
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: CAKRNLNAQUEVQO-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-styrylbutane-1,4-diol 在 indium(III) bromide 、 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 2a,2a1,10b,12,13,13a-hexahydro-1H-2,11-dioxatribenzo[cd,f,h]azulene
  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
• 作为产物：
  描述：

  苯甲醛 在 lithium aluminium tetrahydride 、 四丁基氟化铵 、 magnesium 、 丙酸 作用下， 以 四氢呋喃 、 间二甲苯 为溶剂， 反应 2.17h， 生成 (E)-2-styrylbutane-1,4-diol
  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.