ethyl (2E)-2-decen-5-ynoate | 75958-91-7

• 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: ethyl (2E)-2-decen-5-ynoate
• 英文别名: ethyl (E)-dec-2-en-5-ynoate
• CAS: 75958-91-7
• 化学式: C₁₂H₁₈O₂
• 分子量: 194.274
• InChiKey: RPYJLGCOAOIOKJ-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙氧甲酰基亚甲基三苯基膦 、 Trimethyl-oct-3-ynyloxy-silane 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 75.0h， 以60%的产率得到ethyl (2E)-2-decen-5-ynoate
  参考文献：
  名称：

  DMP-mediated one-pot oxidative olefination of silyl ethers

  摘要：

  Silyl ethers of arylic, allylic, propargylic and unactivated alcohols could be deprotected and oxidized with Dess-Martin periodinane, and the resulting aldehydes could be directly converted to the corresponding alpha,beta-unsaturated esters in one pot with stabilized phosphoranes. Good selectivities were achieved upon a variety of protecting groups of alcohol by using this method. Other advantages of the protocol included simplicity of operations and high efficiency, as well as good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.021

文献信息

• PREPARATION OF α,β-UNSATURATED CARBOXYLIC ESTERS BY THE REACTION OF ACI-NITROESTERS WITH ETHOXYCARBONYLMETHYLENETRIPHENYLPHOSPHORANE
  作者：Oyo Mitsunobu、Junji Kimura、Tatsuhiko Shimizu、Atsushi Kawashima

  DOI：10.1246/cl.1980.927

  日期：1980.8.5

  The reaction of ethoxycarbonylmethylenetriphenylphosphorane with aci-nitroesters derived from 2,6-di-t-butyl-4-nitrophenol and alcohols afforded α,β-unsaturated carboxylic esters. When mono-aci-nitroester of 1,3-butanediol or 1,6-hexanediol was used, (E)-ethyl 5-hydroxy-2-hexenoate or (E)-ethyl 8-hydroxy-2-octenoate was obtained.

  乙氧基羰基亚甲基三苯基正膦与衍生自 2,6-二-叔丁基-4-硝基苯酚和醇的酰基硝基酯反应得到 α,β-不饱和羧酸酯。当使用1,3-丁二醇或1,6-己二醇的单酰基硝基酯时，得到(E)-5-羟基-2-己烯酸乙酯或(E)-8-羟基-2-辛烯酸乙酯。