2,5-dimethyl-hex-2-enoic acid tert-butyl ester | 587840-39-9

• 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: 2,5-dimethyl-hex-2-enoic acid tert-butyl ester
• 英文别名: tert-Butyl 2,5-dimethylhex-2-enoate；tert-butyl 2,5-dimethylhex-2-enoate
• CAS: 587840-39-9
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: FBNACOGBOZMLJX-UHFFFAOYSA-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：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-dimethyl-hex-2-enoic acid tert-butyl ester 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲苯 、 叔丁醇 为溶剂， 生成 (2S,3R)-3-Amino-2,5-dimethyl-hexanoic acid tert-butyl ester
  参考文献：
  名称：

  Preparation of Protected syn-α,β-Dialkyl β-Amino Acids That Contain Polar Side Chain Functionality

  摘要：

  We report the synthesis of syn-alpha,beta-dialkyl beta-amino acid derivatives suitably protected for solid-phase synthesis that give rise to residues containing positively charged lysine-like side chains. These amino acids, as well as syn-alpha,beta-dialkyl beta-amino acids that contain diverse hydrophobic side chains, are prepared in good de and ee. The key step in this route involves Davies's protocol for the conjugate addition of a chiral lithium amide to alpha,beta-unsaturated tertbutyl esters (Davies, S. G.; Ichihara, O.; Walters, I.A.S.J. Chem. Soc., Perkin Trans. 1 1994, 9, 1141). syn-alpha,beta-Dialkyl beta-amino acids are interesting building blocks because of their sheet-forming propensity and because of their presence in bioactive compounds.

  DOI：

  10.1021/jo034583h