(1-Ethoxycarbonylpentyl)-triphenylphosphoniumbromid | 5143-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1-Ethoxycarbonylpentyl)-triphenylphosphoniumbromid
• 英文别名: (1-Ethoxy-1-oxohexan-2-yl)-triphenylphosphanium;bromide
• CAS: 5143-59-9
• 化学式: Br*C₂₆H₃₀O₂P
• 分子量: 485.401
• InChiKey: PUGQWVLDCVUSKR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-Ethoxycarbonylpentyl)-triphenylphosphoniumbromid 、 乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以4.32 g的产率得到ethyl 2-vinylidenehexanoate
  参考文献：
  名称：

  Stereoselective Synthesis of 1,2,3,4-Tetrasubstituted Dienes from Allenoates and Aldehydes: An Observation of Phosphine-Induced Chemoselectivity

  摘要：

  Phosphine-mediated olefination between a-substituted allenoates and aldehydes to form 1,2,3,4-tetrasubstituted 1,3-dienes is presented. High levels of chemo- and diastereoselectivity and yield are obtained for a wide scope of substrates with the choice of appropriate phosphines. This reaction evidences the capacity of phosphines in the control of reaction pathways and provides a highly efficient synthetic method for tetrasubstituted conjugated dienes.

  DOI：

  10.1021/ol101429z
• 作为产物：
  描述：

  正溴丁烷 、 乙氧甲酰基亚甲基三苯基膦 以 氯仿 为溶剂， 生成 (1-Ethoxycarbonylpentyl)-triphenylphosphoniumbromid
  参考文献：
  名称：

  Stereoselective Synthesis of 1,2,3,4-Tetrasubstituted Dienes from Allenoates and Aldehydes: An Observation of Phosphine-Induced Chemoselectivity

  摘要：

  Phosphine-mediated olefination between a-substituted allenoates and aldehydes to form 1,2,3,4-tetrasubstituted 1,3-dienes is presented. High levels of chemo- and diastereoselectivity and yield are obtained for a wide scope of substrates with the choice of appropriate phosphines. This reaction evidences the capacity of phosphines in the control of reaction pathways and provides a highly efficient synthetic method for tetrasubstituted conjugated dienes.

  DOI：

  10.1021/ol101429z

文献信息

• HOMO-PROSTAGLANDIN DERIVATIVES AS OCULAR HYPOTENSIVES
  申请人：ALLERGAN, INC.

  公开号：EP0562006A1

  公开（公告）日：1993-09-29
• US5262437A
  申请人：——

  公开号：US5262437A

  公开（公告）日：1993-11-16
• [EN] HOMO-PROSTAGLANDIN DERIVATIVES AS OCULAR HYPOTENSIVES
  申请人：——

  公开号：WO1992010193A2

  公开（公告）日：1992-06-25

  [EN] The invention relates to homo-prostaglandin derivatives. More particularly, the present invention concerns 1a-homo derivatives of naturally occurring and synthetic prostaglandins, the corresponding bis- and trishomo-prostaglandin compounds, and their 1-esters and salts. The homo-prostaglandin compounds of the present invention are potent ocular hypotensives, and are particularly suitable for the management of glaucoma.
  [FR] L'invention concerne des dérivés d'homo-prostaglandines. Plus particulièrement, la présente invention concerne des dérivés 1a-homo de prostaglandines naturelles et synthétiques, les composés correspondants bis- et trishomo-prostaglandines, et leurs 1-esters et sels. Les composés d'homo-prostaglandines de la présente invention sont des hypotenseurs oculaires puissants et sont particulièrement appropriés au traitement du glaucome.
• Stereoselective Synthesis of 1,2,3,4-Tetrasubstituted Dienes from Allenoates and Aldehydes: An Observation of Phosphine-Induced Chemoselectivity
  作者：Silong Xu、Wen Zou、Guiping Wu、Haibin Song、Zhengjie He

  DOI：10.1021/ol101429z

  日期：2010.8.6

  Phosphine-mediated olefination between a-substituted allenoates and aldehydes to form 1,2,3,4-tetrasubstituted 1,3-dienes is presented. High levels of chemo- and diastereoselectivity and yield are obtained for a wide scope of substrates with the choice of appropriate phosphines. This reaction evidences the capacity of phosphines in the control of reaction pathways and provides a highly efficient synthetic method for tetrasubstituted conjugated dienes.