2-Methyl-5-[(2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-pent-1-en-3-ol | 287481-37-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-5-[(2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-pent-1-en-3-ol
• 英文别名: 2-methyl-5-[(2R,3R)-3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]pent-1-en-3-ol
• CAS: 287481-37-2
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: VYVSDMQPINMAJG-JVIGXAJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methyl-5-[(2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-pent-1-en-3-ol 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (2R)-6-methyl-2-[(2S,5S)-5-prop-1-en-2-yloxolan-2-yl]hept-5-en-2-ol 、 (2R)-6-methyl-2-[(2S,5R)-5-prop-1-en-2-yloxolan-2-yl]hept-5-en-2-ol 、 (2S,3R,6S)-2-methyl-2-(4-methylpent-3-enyl)-6-prop-1-en-2-yloxan-3-ol
  参考文献：
  名称：

  Tandem organochromium-coupling and epoxide ring opening: a direct approach for the synthesis of cyclic ethers

  摘要：

  A two-step protocol for the convergent formation of cyclic ethers has been demonstrated. This involves the chemoselective 1,2-addition of vinylchromium species to a 4,5-epoxy aldehyde to generate phi,delta-epoxy alcohols followed by acid-induced transetherification to generate substituted tetrahydrofuran and pyran products. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00526-8
• 作为产物：
  描述：

  (2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol 在 Rh/Al₂O₃ 四氢呋喃 、 吡啶 、 chromium dichloride 、 pyridine-SO3 complex 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 、 nickel dichloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 2-Methyl-5-[(2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranyl]-pent-1-en-3-ol
  参考文献：
  名称：

  Tandem organochromium-coupling and epoxide ring opening: a direct approach for the synthesis of cyclic ethers

  摘要：

  A two-step protocol for the convergent formation of cyclic ethers has been demonstrated. This involves the chemoselective 1,2-addition of vinylchromium species to a 4,5-epoxy aldehyde to generate phi,delta-epoxy alcohols followed by acid-induced transetherification to generate substituted tetrahydrofuran and pyran products. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00526-8

文献信息

• Tandem organochromium-coupling and epoxide ring opening: a direct approach for the synthesis of cyclic ethers
  作者：Isabel C González、Craig J Forsyth

  DOI：10.1016/s0040-4039(00)00526-8

  日期：2000.5

  A two-step protocol for the convergent formation of cyclic ethers has been demonstrated. This involves the chemoselective 1,2-addition of vinylchromium species to a 4,5-epoxy aldehyde to generate phi,delta-epoxy alcohols followed by acid-induced transetherification to generate substituted tetrahydrofuran and pyran products. (C) 2000 Elsevier Science Ltd. All rights reserved.