(S)-6-benzyloxycarbonylamino-2-(2-pent-4-enyl-hept-6-enoylamino)hexanoic acid methyl ester | 671753-69-8

• 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: (S)-6-benzyloxycarbonylamino-2-(2-pent-4-enyl-hept-6-enoylamino)hexanoic acid methyl ester
• 英文别名: methyl (2S)-2-(2-pent-4-enylhept-6-enoylamino)-6-(phenylmethoxycarbonylamino)hexanoate
• CAS: 671753-69-8
• 化学式: C₂₇H₄₀N₂O₅
• 分子量: 472.625
• InChiKey: WILAYMUPBSIPQK-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diethyl 2,2-di-(4-pentenyl) malonate 在 4-二甲氨基吡啶 、 sodium hydroxide 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 水 、 萘烷 为溶剂， 反应 36.0h， 生成 (S)-6-benzyloxycarbonylamino-2-(2-pent-4-enyl-hept-6-enoylamino)hexanoic acid methyl ester
  参考文献：
  名称：

  ADMET Synthesis of Polyolefins Targeted for Biological Applications

  摘要：

  A series of "N-terminus" amino acid and peptide branched, chiral polyolefins, termed bioolefins, have been prepared using acyclic diene metathesis (ADMET) polycondensation chemistry, using a minimal amount of solvent and Grubbs' second generation catalyst. The carboxylic acid functional groups were protected with methyl, benzyl, and tert-butyl esters to enhance both the polymerizability of the monomers themselves and the solubility of the resulting polymers. A number of these polymers are semicrystalline, exhibiting melt transitions of up to 132 and 74 degreesC for the amino acid and dipeptide branched polymers, respectively. Adding a succinic acid spacer between the amino acid entity and the polymer backbone alters the melting behavior of the polymer, increasing the peak melting point by 27 degreesC when compared to a polymer having the same amino acid directly attached to the polymer backbone.

  DOI：

  10.1021/ma035289u

文献信息

• ADMET Synthesis of Polyolefins Targeted for Biological Applications
  作者：Timothy E. Hopkins、Kenneth B. Wagener

  DOI：10.1021/ma035289u

  日期：2004.2.1

  A series of "N-terminus" amino acid and peptide branched, chiral polyolefins, termed bioolefins, have been prepared using acyclic diene metathesis (ADMET) polycondensation chemistry, using a minimal amount of solvent and Grubbs' second generation catalyst. The carboxylic acid functional groups were protected with methyl, benzyl, and tert-butyl esters to enhance both the polymerizability of the monomers themselves and the solubility of the resulting polymers. A number of these polymers are semicrystalline, exhibiting melt transitions of up to 132 and 74 degreesC for the amino acid and dipeptide branched polymers, respectively. Adding a succinic acid spacer between the amino acid entity and the polymer backbone alters the melting behavior of the polymer, increasing the peak melting point by 27 degreesC when compared to a polymer having the same amino acid directly attached to the polymer backbone.