PhO-CH2CO-D-His(Bzl)-D-Ala-OBzl | 96523-70-5

• 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: PhO-CH2CO-D-His(Bzl)-D-Ala-OBzl
• CAS: 96523-70-5
• 化学式: C₃₁H₃₂N₄O₅
• 分子量: 540.619
• InChiKey: JQSJPSMWGBFITE-QDPGVEIFSA-N

物化性质

• 沸点：
  828.2±65.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  40.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  111.55
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  PhO-CH2CO-D-His(Bzl)-D-Ala-OBzl 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 生成 PhO-CH2CO-D-His-D-Ala
  参考文献：
  名称：

  Synthesis of D-Ala--D-Ala Analogues with Postulated Antibacterial Activity.

  摘要：

  The syntheses of the L,L- and D,D-stereoisomers of N-phenoxyacetyl-X-alanine in which X=His, Tyr, or Lys, are described. The antibacterial activity of some of the peptide derivatives and their synthetic intermediates have been examined. Some of the intermediates exhibited moderate activity against viridans streptococci, enterococci and Streptococcus agalactiae. None of the compounds were active against beta-lactamase producing bacteria or served as beta-lactamase inhibitors.

  DOI：

  10.3891/acta.chem.scand.38b-0647
• 作为产物：
  描述：

  Boc-D-His(Bzl)-D-Ala-OBzl 在 N-乙基吗啉 、 苯甲醚 、 三氟乙酸 、 1-(4-氯苯基)-3-(4-甲基-1-哌嗪基)-2-丙炔-1-酮 作用下， 以 二氯甲烷 为溶剂， 反应 47.0h， 生成 PhO-CH2CO-D-His(Bzl)-D-Ala-OBzl
  参考文献：
  名称：

  Synthesis of D-Ala--D-Ala Analogues with Postulated Antibacterial Activity.

  摘要：

  The syntheses of the L,L- and D,D-stereoisomers of N-phenoxyacetyl-X-alanine in which X=His, Tyr, or Lys, are described. The antibacterial activity of some of the peptide derivatives and their synthetic intermediates have been examined. Some of the intermediates exhibited moderate activity against viridans streptococci, enterococci and Streptococcus agalactiae. None of the compounds were active against beta-lactamase producing bacteria or served as beta-lactamase inhibitors.

  DOI：

  10.3891/acta.chem.scand.38b-0647