(1R,3Z,5R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]heptadec-3-ene-1,5-diol | 619315-40-1

• 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: (1R,3Z,5R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]heptadec-3-ene-1,5-diol
• 英文别名: (Z,1R,5R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]heptadec-3-ene-1,5-diol
• CAS: 619315-40-1
• 化学式: C₂₂H₄₂O₄
• 分子量: 370.573
• InChiKey: LTBNBICGFMLTFD-KJXWPOHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,3Z,5R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]heptadec-3-ene-1,5-diol 在 二苯二硫醚 作用下， 以 1,4-二氧六环 、 正己烷 为溶剂， 反应 1.5h， 以47%的产率得到(1R,3E,5R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]heptadec-3-ene-1,5-diol
  参考文献：
  名称：

  Electrophilic selenocyclization in 2-ene-1,5-diol systems: unexpected oxetane vs. tetrahydrofuran formation

  摘要：

  Electrophile-induced cyclization of (E)- and (Z)-2-ene-1,5-diols to tetrahydrofurans and oxetanes is described. Significant differences between the present report and previous work have been noted. A tentative model is proposed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01134-7
• 作为产物：
  描述：

  [(R)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-but-3-enyloxy]-dimethyl-((R)-1-vinyl-tridecyloxy)-silane 在 Grubbs catalyst first generation 四丁基氟化铵 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 0.5h， 生成 (1R,3Z,5R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]heptadec-3-ene-1,5-diol
  参考文献：
  名称：

  Electrophilic selenocyclization in 2-ene-1,5-diol systems: unexpected oxetane vs. tetrahydrofuran formation

  摘要：

  Electrophile-induced cyclization of (E)- and (Z)-2-ene-1,5-diols to tetrahydrofurans and oxetanes is described. Significant differences between the present report and previous work have been noted. A tentative model is proposed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01134-7

文献信息

• Electrophilic selenocyclization in 2-ene-1,5-diol systems: unexpected oxetane vs. tetrahydrofuran formation
  作者：Pierre Van de Weghe、Stéphane Bourg、Jacques Eustache

  DOI：10.1016/s0040-4020(03)01134-7

  日期：2003.9

  Electrophile-induced cyclization of (E)- and (Z)-2-ene-1,5-diols to tetrahydrofurans and oxetanes is described. Significant differences between the present report and previous work have been noted. A tentative model is proposed. (C) 2003 Elsevier Ltd. All rights reserved.