(E)-2-hydroxy-5-(4-methoxyphenyl)-pent-4-enoic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-2-hydroxy-5-(4-methoxyphenyl)-pent-4-enoic acid ethyl ester
• 英文别名: ethyl (E)-2-hydroxy-5-(4-methoxyphenyl)pent-4-enoate
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: HMQDCNQNYHNJFJ-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙烯基氯化镁 、 (E)-2-hydroxy-5-(4-methoxyphenyl)-pent-4-enoic acid ethyl ester 以 四氢呋喃 、 乙醚 为溶剂， 以52%的产率得到1-[1-(4-methoxyphenyl)allyloxy]-2-vinyl-but-3-en-2-ol
  参考文献：
  名称：

  Diastereoselectivity in a Ring Closing Metathesis Reaction with a Remote Stereogenic Centre Leading to Quaternary Dihydropyrans

  摘要：

  Starting from alpha-allyloxy esters, divinyl carbinols with diastereotopic vinyl groups become accessible. Diastereoselectivity for ring closing metathesis reactions of these trienes was investigated. Formation of a spirocyclic derivative proceeds with significant diastereoselectivity, and a mechanistic proposal for the diastereoselective formation of spirocyclic derivatives is presented. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00150-2
• 作为产物：
  描述：

  1'-羟基草蒿脑 、 溴乙酸乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.83h， 以38%的产率得到(E)-2-hydroxy-5-(4-methoxyphenyl)-pent-4-enoic acid ethyl ester
  参考文献：
  名称：

  Diastereoselectivity in a Ring Closing Metathesis Reaction with a Remote Stereogenic Centre Leading to Quaternary Dihydropyrans

  摘要：

  Starting from alpha-allyloxy esters, divinyl carbinols with diastereotopic vinyl groups become accessible. Diastereoselectivity for ring closing metathesis reactions of these trienes was investigated. Formation of a spirocyclic derivative proceeds with significant diastereoselectivity, and a mechanistic proposal for the diastereoselective formation of spirocyclic derivatives is presented. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00150-2

文献信息

• Diastereoselectivity in a Ring Closing Metathesis Reaction with a Remote Stereogenic Centre Leading to Quaternary Dihydropyrans
  作者：Bernd Schmidt、Markus Westhus

  DOI：10.1016/s0040-4020(00)00150-2

  日期：2000.4

  Starting from alpha-allyloxy esters, divinyl carbinols with diastereotopic vinyl groups become accessible. Diastereoselectivity for ring closing metathesis reactions of these trienes was investigated. Formation of a spirocyclic derivative proceeds with significant diastereoselectivity, and a mechanistic proposal for the diastereoselective formation of spirocyclic derivatives is presented. (C) 2000 Elsevier Science Ltd. All rights reserved.