4-((S)-2-Acetylamino-4-methyl-pentanoylamino)-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester | 189292-63-5

• 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: 4-((S)-2-Acetylamino-4-methyl-pentanoylamino)-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester
• CAS: 189292-63-5
• 化学式: C₂₃H₄₄N₄O₈S
• 分子量: 536.69
• InChiKey: KTKYDVJLZYKIRE-WSTRIDTPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  36.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  174.2
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-((S)-2-Acetylamino-4-methyl-pentanoylamino)-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以44%的产率得到Ac-L-ΨD-V-NH2
  参考文献：
  名称：

  Sulfonopeptide inhibitors of leukocyte adhesion

  摘要：

  The amino acid sequence L-D-T-S-L has been shown to be a significant recognition motif involved in the interaction of integrin alpha(4) beta(7) with its endothelial ligand, MAdCAM-1. Based on the known active peptide, a series of sulfonamide peptidomimetics was synthesized. Sulfonopeptide 2, Ac-L-Psi D-V-NH2, was shown to inhibit leukocyte adhesion. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00090-5
• 作为产物：
  描述：

  4-Benzyloxycarbonylamino-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester 在 palladium on activated charcoal 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-((S)-2-Acetylamino-4-methyl-pentanoylamino)-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester
  参考文献：
  名称：

  Sulfonopeptide inhibitors of leukocyte adhesion

  摘要：

  The amino acid sequence L-D-T-S-L has been shown to be a significant recognition motif involved in the interaction of integrin alpha(4) beta(7) with its endothelial ligand, MAdCAM-1. Based on the known active peptide, a series of sulfonamide peptidomimetics was synthesized. Sulfonopeptide 2, Ac-L-Psi D-V-NH2, was shown to inhibit leukocyte adhesion. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00090-5