| 187330-07-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 187330-07-0
• 化学式: C₅₄H₅₅NO₁₀S
• 分子量: 910.097
• InChiKey: KUCWDRKCSWVWKK-UPOAIMATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.03
• 重原子数：
  66.0
• 可旋转键数：
  22.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  127.85
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  A new strategy for stereoselective synthesis of sialic acid-containing glycopeptide fragment

  摘要：

  Sialic acid donor 5, which has a thiophenyl group as a stereocontrolling auxiliary and thiomethyl group as a leaving group was prepared and subjected to model glycosylation. Reactions with acceptor substrates 6, 7, and 8 gave coupled products 9b, 10b, and 11b, respectively, in a higher efficiency than previously observed for the bromide la. This reaction was further applied to the synthesis of protected glyco-amino acid fragment 12, that is strategically designed for the synthesis of sialic acid containing glycopeptides. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00172-1
• 作为产物：
  描述：

  5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonic acid 在 吡啶 、 4-二甲氨基吡啶 、 potassium fluoride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  A new strategy for stereoselective synthesis of sialic acid-containing glycopeptide fragment

  摘要：

  Sialic acid donor 5, which has a thiophenyl group as a stereocontrolling auxiliary and thiomethyl group as a leaving group was prepared and subjected to model glycosylation. Reactions with acceptor substrates 6, 7, and 8 gave coupled products 9b, 10b, and 11b, respectively, in a higher efficiency than previously observed for the bromide la. This reaction was further applied to the synthesis of protected glyco-amino acid fragment 12, that is strategically designed for the synthesis of sialic acid containing glycopeptides. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00172-1