N-(1,3-diphenyl-2-propenyl)leucine ethyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: N-(1,3-diphenyl-2-propenyl)leucine ethyl ester
• 英文别名: ethyl (2S)-2-[[(E)-1,3-diphenylprop-2-enyl]amino]-4-methylpentanoate
• 化学式: C₂₃H₂₉NO₂
• 分子量: 351.489
• InChiKey: IBXBCJXJDZQGCA-JDVYPUAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  L-亮氨酸乙酯 、 (±)-反式-1,3-二苯基烯丙基乙酸酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以70%的产率得到N-(1,3-diphenyl-2-propenyl)leucine ethyl ester
  参考文献：
  名称：

  α-Amino esters as nucleophiles in diastereoselective palladium catalysed allylic substitution reactions

  摘要：

  Allylic acetates undergo palladium catalysed allylic substitution with amino ester nucleophiles. Using enantiomerically pure cx-amino esters, the substitution products are obtained with moderate diastereoselectivity (up to 85: 15: 70% d.e.). The reactions could also be performed using an enantiomerically pure ligand, which was found to exert a stronger influence over the stereochemical outcome. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00060-3

文献信息

• Allylic substitution in water catalyzed by amphiphilic resin-supported palladium-phosphine complexes
  作者：Hiroshi Danjo、Daiki Tanaka、Tamio Hayashi、Yasuhiro Uozumi

  DOI：10.1016/s0040-4020(99)00883-2

  日期：1999.12

  New amphiphilic resin-supported triarylphosphines PEP (1) were designed and prepared on polyethylene glycol-polystyrene graft copolymer (PEG-PS). Palladium complexes of 1, Pd(PEP)2 (4) and Pd(PEP) (5), catalyzed allylic alkylation of 3-acetoxy-1,3-diphenyl-1-propene (6) and cinnamyl acetate (7) with various nucleophiles including 1,3-dicarbonyl compounds, amino acids, sodium azide, and sodium sulfinate

  在聚乙二醇-聚苯乙烯接枝共聚物（PEG-PS）上设计并制备了新型的两亲树脂负载的三芳基膦PEP（1）。1，Pd（PEP）2（4）和Pd（PEP）（5）的钯配合物，3-乙酰氧基-1,3-二苯基-1-丙烯（6）和乙酸肉桂酯（7）的烯丙基烷基化反应亲核试剂，包括1,3-二羰基化合物，氨基酸，叠氮化钠和亚磺酸钠，可定量获得相应的烯丙基取代产物在水中的产率。
• α-Amino esters as nucleophiles in diastereoselective palladium catalysed allylic substitution reactions
  作者：Mark E Humphries、Barry P Clark、Jonathan M.J Williams

  DOI：10.1016/s0957-4166(98)00060-3

  日期：1998.3

  Allylic acetates undergo palladium catalysed allylic substitution with amino ester nucleophiles. Using enantiomerically pure cx-amino esters, the substitution products are obtained with moderate diastereoselectivity (up to 85: 15: 70% d.e.). The reactions could also be performed using an enantiomerically pure ligand, which was found to exert a stronger influence over the stereochemical outcome. (C) 1998 Elsevier Science Ltd. All rights reserved.