(S)-2-Benzyloxycarbonylamino-2-methyl-pentanoic acid tert-butyl ester | 616241-29-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-2-Benzyloxycarbonylamino-2-methyl-pentanoic acid tert-butyl ester
• 英文别名: tert-butyl (2S)-2-methyl-2-(phenylmethoxycarbonylamino)pentanoate
• CAS: 616241-29-3
• 化学式: C₁₈H₂₇NO₄
• 分子量: 321.417
• InChiKey: NHMTXRYCNSPQIZ-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-2-Benzyloxycarbonylamino-2-methyl-pentanoic acid tert-butyl ester 在 N-甲基吗啉 、 N-羟基-7-氮杂苯并三氮唑 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 456.0h， 生成 (S)-2-{(S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-2-methyl-pentanoylamino)-2-methyl-pentanoylamino]-2-methyl-pentanoylamino}-2-methyl-pentanoic acid
  参考文献：
  名称：

  C^α-Methyl, C^α-n-Propylglycine Homo-oligomers

  摘要：

  A series of N-alpha-protected, monodispersed homo-oligopeptide esters to the octamer level from L-C-alpha-methyl, C-alpha-n-propylglycine [or C-alpha-methylnorvaline, (alphaMe)Nva] has been synthesized by solution methods and fully characterized. The preferred conformation of these homo-oligomers in solution has been assessed by FT-IR absorption and H-1 NMR techniques. Moreover, the molecular structures of the homotrimer and homotetramer have been determined in the crystal state by X-ray diffraction. The obtained results strongly support the view that right-handed, single or multiple, and consecutive beta bends are preferentially adopted by the conformationally restricted L-(alphaMe)Nva homo-oligomers. In particular, 3(10) helices are formed by the longest homo-oligomers. It is our contention that the [(alphaMe)Nva](n) peptides represent the best available choice among C-alpha-tetrasubstituted alpha-amino acid-based homo-oligomers for the construction of relatively easy to make, rigid foldamers with a well-defined screw-sense bias.

  DOI：

  10.1021/ma030327v
• 作为产物：
  描述：

  (S)-2-Benzyloxycarbonylamino-2-methyl-pentanoic acid 、 异丁烯 在 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 以87%的产率得到(S)-2-Benzyloxycarbonylamino-2-methyl-pentanoic acid tert-butyl ester
  参考文献：
  名称：

  C^α-Methyl, C^α-n-Propylglycine Homo-oligomers

  摘要：

  A series of N-alpha-protected, monodispersed homo-oligopeptide esters to the octamer level from L-C-alpha-methyl, C-alpha-n-propylglycine [or C-alpha-methylnorvaline, (alphaMe)Nva] has been synthesized by solution methods and fully characterized. The preferred conformation of these homo-oligomers in solution has been assessed by FT-IR absorption and H-1 NMR techniques. Moreover, the molecular structures of the homotrimer and homotetramer have been determined in the crystal state by X-ray diffraction. The obtained results strongly support the view that right-handed, single or multiple, and consecutive beta bends are preferentially adopted by the conformationally restricted L-(alphaMe)Nva homo-oligomers. In particular, 3(10) helices are formed by the longest homo-oligomers. It is our contention that the [(alphaMe)Nva](n) peptides represent the best available choice among C-alpha-tetrasubstituted alpha-amino acid-based homo-oligomers for the construction of relatively easy to make, rigid foldamers with a well-defined screw-sense bias.

  DOI：

  10.1021/ma030327v