2-(trimethylsilyl)ethyl (4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside | 260976-38-3

• 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: 2-(trimethylsilyl)ethyl (4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside
• CAS: 260976-38-3
• 化学式: C₅₉H₆₃N₃O₁₃Si
• 分子量: 1050.25
• InChiKey: CGKVWBASEQYYSV-WCYGCBPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.55
• 重原子数：
  76.0
• 可旋转键数：
  24.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  192.27
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl (4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 (2R,3R,4R,5R,6R)-5-((2R,3R,4S,5S,6S)-5-Azido-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6-hydroxymethyl-2-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3,4-diol
  参考文献：
  名称：

  Synthesis of selected aminodeoxy analogues of galabiose and globotriose

  摘要：

  Six aminodeoxy 2-(trimethylsilyl)ethyl (Me3SiEt) glycoside analogues of galabiose (4'- and 6'-aminodeoxy) and globotriose (6 "-, 4 "-, 2 "-, and 6'-aminodeoxy) were synthesized by glycosylation of protected Me3SiEt galactoside and lactoside accepters with azido-substituted monosaccharide donors, followed by reduction of the azido groups and removal of the protecting groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00229-3
• 作为产物：
  描述：

  (2S,3R,4S,5R,6S)-5-Azido-6-benzyloxymethyl-2-p-tolylsulfanyl-tetrahydro-pyran-3,4-diol 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 45.25h， 生成 2-(trimethylsilyl)ethyl (4-azido-2,3,6-tri-O-benzyl-4-deoxy-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of selected aminodeoxy analogues of galabiose and globotriose

  摘要：

  Six aminodeoxy 2-(trimethylsilyl)ethyl (Me3SiEt) glycoside analogues of galabiose (4'- and 6'-aminodeoxy) and globotriose (6 "-, 4 "-, 2 "-, and 6'-aminodeoxy) were synthesized by glycosylation of protected Me3SiEt galactoside and lactoside accepters with azido-substituted monosaccharide donors, followed by reduction of the azido groups and removal of the protecting groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00229-3