tert-butyl 3-[(2S)-3-[(2S)-2-[[(2R)-1-[bis(4-docosoxyphenyl)methylamino]-1-oxo-3-tritylsulfanylpropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-[[(2S)-2-[[2-[[(2S)-6-carbamimidamido-2-(3-tritylsulfanylpropanoylamino)hexanoyl]amino]acetyl]amino]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]-3-oxopropyl]indole-1-carboxylate | 1394992-00-7

• 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: tert-butyl 3-[(2S)-3-[(2S)-2-[[(2R)-1-[bis(4-docosoxyphenyl)methylamino]-1-oxo-3-tritylsulfanylpropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-[[(2S)-2-[[2-[[(2S)-6-carbamimidamido-2-(3-tritylsulfanylpropanoylamino)hexanoyl]amino]acetyl]amino]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]-3-oxopropyl]indole-1-carboxylate
• CAS: 1394992-00-7
• 化学式: C₁₃₉H₁₉₃N₁₁O₁₃S₂
• 分子量: 2290.26
• InChiKey: HGZKAWIZWSFTHB-ZKXZZMGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  36.2
• 重原子数：
  165
• 可旋转键数：
  85
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  383
• 氢给体数：
  9
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-[(2S)-3-[(2S)-2-[[(2R)-1-[bis(4-docosoxyphenyl)methylamino]-1-oxo-3-tritylsulfanylpropan-2-yl]carbamoyl]pyrrolidin-1-yl]-2-[[(2S)-2-[[2-[[(2S)-6-carbamimidamido-2-(3-tritylsulfanylpropanoylamino)hexanoyl]amino]acetyl]amino]-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoyl]amino]-3-oxopropyl]indole-1-carboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 二乙胺 作用下， 以 氯仿 为溶剂， 生成 Mpa-Har-Gly-Asp-Trp-Pro-Cys-NH2
  参考文献：
  名称：

  Novel diphenylmethyl-Derived Amide Protecting Group for Efficient Liquid-Phase Peptide Synthesis: AJIPHASE

  摘要：

  An efficient method for the synthesis of peptides bearing an amide at the C-terminal is described. This method involves the attachment of a C-terminal protecting group bearing long aliphatic chains, followed by the repetition of simple reaction and precipitation steps with the combined advantages of liquid-phase peptide synthesis (LPPS) and solid-phase peptide synthesis (SPPS). Using this method, a hydrophobic peptide was successfully synthesized in good yield and high purity, which cannot be obtained satisfactorily by SPPS.

  DOI：

  10.1021/ol302002g

文献信息

• Novel diphenylmethyl-Derived Amide Protecting Group for Efficient Liquid-Phase Peptide Synthesis: AJIPHASE
  作者：Daisuke Takahashi、Tatsuya Yano、Tatsuya Fukui

  DOI：10.1021/ol302002g

  日期：2012.9.7

  An efficient method for the synthesis of peptides bearing an amide at the C-terminal is described. This method involves the attachment of a C-terminal protecting group bearing long aliphatic chains, followed by the repetition of simple reaction and precipitation steps with the combined advantages of liquid-phase peptide synthesis (LPPS) and solid-phase peptide synthesis (SPPS). Using this method, a hydrophobic peptide was successfully synthesized in good yield and high purity, which cannot be obtained satisfactorily by SPPS.