4-Benzyloxycarbonylamino-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester | 189292-59-9

• 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-Benzyloxycarbonylamino-3-[((S)-1-carbamoyl-2-methyl-propyl)-methoxymethyl-sulfamoyl]-butyric acid tert-butyl ester
• CAS: 189292-59-9
• 化学式: C₂₃H₃₇N₃O₈S
• 分子量: 515.628
• InChiKey: CHENLFJTYKGAJG-IJHRGXPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.76
• 重原子数：
  35.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  154.33
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  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 作用下， 以95%的产率得到4-Amino-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
• 作为产物：
  描述：

  [2-((S)-1-Carbamoyl-2-methyl-propylsulfamoyl)-ethyl]-carbamic acid benzyl ester 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 4-Benzyloxycarbonylamino-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