Ethyl 4,4,5,5,6,6,6-heptafluoro-3-amino-2-hexanoate | 170804-19-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ethyl 4,4,5,5,6,6,6-heptafluoro-3-amino-2-hexanoate
• 英文别名: Ethyl 3-amino-4,4,5,5,6,6,6-heptafluorohexanoate
• CAS: 170804-19-0
• 化学式: C₈H₁₀F₇NO₂
• 分子量: 285.162
• InChiKey: JPTVJUJBLGMRMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  七氟丁酰基乙酸乙酯 在 Dowex-50 (H⁺-form) 、 三乙胺 盐酸 作用下， 以 乙醚 、 苯 为溶剂， 反应 37.0h， 生成 Ethyl 4,4,5,5,6,6,6-heptafluoro-3-amino-2-hexanoate
  参考文献：
  名称：

  Transamination of fluorinated β-keto carboxylic esters. A biomimetic approach to β-polyfluoroalkyl-β-amino acids.

  摘要：

  The base-catalyzed isomerization of N-benzylimines (or enamines) of beta-polyfluoroalkyl-beta-ketocarboxylic esters cleanly affords the N-benzylidene derivatives of beta-polyfluoro-beta-aminocarboxylic esters which are hydrolyzed to corresponding amino acids in high overall yields.

  DOI：

  10.1016/s0040-4039(00)73652-5

文献信息

• A convenient synthesis of perfluoroalkylated enamines and vinyl phosphonates
  作者：Wenbiao Cen、Yuhua Ni、Yanchang Shen

  DOI：10.1016/0022-1139(95)03233-4

  日期：1995.8

  reaction of fluoroalkynes with ammonia and benzylamine gave perfluoroalkylated enamines predominantly as the Z isomer, which were hydrogenated with palladium on carbon to afford perfluoroalkylated β-amino acids in good yield. The reaction of fluoroalkynes with diethyl phosphite afforded perfluoroalkylated vinyl phosphonates in moderate yield.

  氟炔与氨和苄胺的反应主要得到全氟烷基化的烯胺，为Z异构体，将其用钯/碳氢化，以高收率得到全氟烷基化的β-氨基酸。氟炔与亚磷酸二乙酯的反应以中等收率得到了全氟烷基化的乙烯基膦酸酯。
• Transamination of fluorinated β-keto carboxylic esters. A biomimetic approach to β-polyfluoroalkyl-β-amino acids.
  作者：Vadim A. Soloshonok、Alexander G. Kirilenko、Valery P. Kukhar'、Giuseppe Resnati

  DOI：10.1016/s0040-4039(00)73652-5

  日期：1993.5

  The base-catalyzed isomerization of N-benzylimines (or enamines) of beta-polyfluoroalkyl-beta-ketocarboxylic esters cleanly affords the N-benzylidene derivatives of beta-polyfluoro-beta-aminocarboxylic esters which are hydrolyzed to corresponding amino acids in high overall yields.