19-O-benzyl 22-O-methyl (1S,4S,7S,10S,13S,16S,19S,24R,25S,26S,28R)-7,10,13-tribenzyl-25,26-dihydroxy-4,16-dimethyl-2,5,8,11,14,17-hexaoxo-27,29-dioxa-23-thia-3,6,9,12,15,18-hexazatricyclo[19.5.3.024,28]nonacos-21-ene-19,22-dicarboxylate | 1186468-45-0

• 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: 19-O-benzyl 22-O-methyl (1S,4S,7S,10S,13S,16S,19S,24R,25S,26S,28R)-7,10,13-tribenzyl-25,26-dihydroxy-4,16-dimethyl-2,5,8,11,14,17-hexaoxo-27,29-dioxa-23-thia-3,6,9,12,15,18-hexazatricyclo[19.5.3.024,28]nonacos-21-ene-19,22-dicarboxylate
• CAS: 1186468-45-0
• 化学式: C₅₃H₅₈N₆O₁₄S
• 分子量: 1035.14
• InChiKey: KBXJBWWJGSFJBB-YIAKFPMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  74
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  311
• 氢给体数：
  8
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以50%的产率得到19-O-benzyl 22-O-methyl (1S,4S,7S,10S,13S,16S,19S,24R,25S,26S,28R)-7,10,13-tribenzyl-25,26-dihydroxy-4,16-dimethyl-2,5,8,11,14,17-hexaoxo-27,29-dioxa-23-thia-3,6,9,12,15,18-hexazatricyclo[19.5.3.024,28]nonacos-21-ene-19,22-dicarboxylate
  参考文献：
  名称：

  Cyclic glycopeptidomimetics through a versatile sugar-based scaffold

  摘要：

  Cyclic peptidomimetics are attracting structures to obtain a distinct, bioactive conformation. Even more attractive are sugar-containing cyclic peptidomimetics which present turn structures induced by the pyranose ring when incorporated in cyclic peptides. The use of a new and versatile saccharidic scaffold to achieve sugar-based peptidomimetics is here reported together with the successful synthesis of diastereomerically pure cyclic SAA peptidomimetics 15 and 16. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.008

文献信息

• Cyclic glycopeptidomimetics through a versatile sugar-based scaffold
  作者：Maria Altamura、Elisa Dragoni、Angela Simona Infantino、Laura Legnani、Steve B. Ludbrook、Gloria Menchi、Lucio Toma、Cristina Nativi

  DOI：10.1016/j.bmcl.2009.04.008

  日期：2009.7

  Cyclic peptidomimetics are attracting structures to obtain a distinct, bioactive conformation. Even more attractive are sugar-containing cyclic peptidomimetics which present turn structures induced by the pyranose ring when incorporated in cyclic peptides. The use of a new and versatile saccharidic scaffold to achieve sugar-based peptidomimetics is here reported together with the successful synthesis of diastereomerically pure cyclic SAA peptidomimetics 15 and 16. (C) 2009 Elsevier Ltd. All rights reserved.