ethyl (2E)-3-chloro-2-iodo-7-(triisopropylsilyloxy)hept-2-enoate | 1258222-38-6

• 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)-3-chloro-2-iodo-7-(triisopropylsilyloxy)hept-2-enoate
• CAS: 1258222-38-6
• 化学式: C₁₈H₃₄ClIO₃Si
• 分子量: 488.909
• InChiKey: CZDNGXVMHKASOB-WUKNDPDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(9-borabicyclo[3.3.1]nonan-9-yl)pentyl benzoate 、 ethyl (2E)-3-chloro-2-iodo-7-(triisopropylsilyloxy)hept-2-enoate 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate monohydrate 、 palladium diacetate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以35 mg的产率得到(6E)-6-(2-ethoxy-2-oxoethylidene)-10-(triisopropylsilyloxy)decyl benzoate
  参考文献：
  名称：

  Single isomer trisubstituted olefins bearing alkyl groups

  摘要：

  E-beta-Chloro-alpha-iodo-alpha,beta-unsaturated esters were converted to single isomer trisubstituted olefins bearing alkyl substituents by using and alkyl-Suzuki cross coupling. The process was highly selective, and the products in all cases were isolated as single isomers. Mechanistic investigations indicated that this process transfers a hydrogen from water to the alpha-position of the substrate, and then an alkyl group is introduced to the beta-position of the intermediate template while replacing a chloride. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.002
• 作为产物：
  描述：

  ethyl 7-(triisopropylsilyloxy)-hept-2-ynoate 在 四丁基碘化铵 、 1,2-二氯乙烷 作用下， 反应 72.0h， 以43%的产率得到ethyl (2E)-3-chloro-2-iodo-7-(triisopropylsilyloxy)hept-2-enoate
  参考文献：
  名称：

  Single isomer trisubstituted olefins bearing alkyl groups

  摘要：

  E-beta-Chloro-alpha-iodo-alpha,beta-unsaturated esters were converted to single isomer trisubstituted olefins bearing alkyl substituents by using and alkyl-Suzuki cross coupling. The process was highly selective, and the products in all cases were isolated as single isomers. Mechanistic investigations indicated that this process transfers a hydrogen from water to the alpha-position of the substrate, and then an alkyl group is introduced to the beta-position of the intermediate template while replacing a chloride. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.002