BOC-Met-An^pGlu-Ile-OCH3 | 174464-45-0

• 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: BOC-Met-An^pGlu-Ile-OCH3
• 英文别名: Boc-Met-Glu(Ph(4-OMe))-Ile-OMe；methyl (2S,3S)-2-[[(2S)-5-(4-methoxyphenyl)-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-methylsulfanylbutanoyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoate
• CAS: 174464-45-0
• 化学式: C₂₉H₄₅N₃O₈S
• 分子量: 595.758
• InChiKey: XDCLMOTUCNYWRD-CKLTXHEASA-N

物化性质

• 沸点：
  800.7±65.0 °C(Predicted)
• 密度：
  1.149±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  41
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  174
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  BOC-Met-An^pGlu-Ile-OCH3 在 lithium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.58h， 以93%的产率得到BOC-Met-An^pGlu-Ile-OH
  参考文献：
  名称：

  Synthesis of Anisolylated Aspartyl and Glutamyl Tripeptides

  摘要：

  A process has been developed for transforming the beta-carboxyl of aspartate and the gamma-carboxyl of glutamate into anisolyl ketones. These ketones are occasional byproducts in peptide synthesis, resulting from deprotection or resin-removal processes in the presence of anisole as a scavenger. The ketone amino acids have been incorporated in a tripeptide by coupling with CBMIT. During peptide bond formation-the keto group of the glutamyl residue required protection, which was provided as the ethylene dithioketal.

  DOI：

  10.1021/jo951754c
• 作为产物：
  描述：

  Boc-L-蛋氨酸 在 N-甲基吗啉 、 N-甲基咪唑 、 mercury(II) perchlorate 、 N,N'-羰基二咪唑 、 三氟甲烷磺酸甲酯 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 7.63h， 生成 BOC-Met-An^pGlu-Ile-OCH3
  参考文献：
  名称：

  Synthesis of Anisolylated Aspartyl and Glutamyl Tripeptides

  摘要：

  A process has been developed for transforming the beta-carboxyl of aspartate and the gamma-carboxyl of glutamate into anisolyl ketones. These ketones are occasional byproducts in peptide synthesis, resulting from deprotection or resin-removal processes in the presence of anisole as a scavenger. The ketone amino acids have been incorporated in a tripeptide by coupling with CBMIT. During peptide bond formation-the keto group of the glutamyl residue required protection, which was provided as the ethylene dithioketal.

  DOI：

  10.1021/jo951754c

文献信息

• Synthesis of Anisolylated Aspartyl and Glutamyl Tripeptides
  作者：Fabienne Berrée、Kieyoung Chang、Agustín Cobas、Henry Rapoport

  DOI：10.1021/jo951754c

  日期：1996.1.1

  A process has been developed for transforming the beta-carboxyl of aspartate and the gamma-carboxyl of glutamate into anisolyl ketones. These ketones are occasional byproducts in peptide synthesis, resulting from deprotection or resin-removal processes in the presence of anisole as a scavenger. The ketone amino acids have been incorporated in a tripeptide by coupling with CBMIT. During peptide bond formation-the keto group of the glutamyl residue required protection, which was provided as the ethylene dithioketal.