1-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyloxy]-5-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyloxy]-3-oxapentane | 532390-36-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyloxy]-5-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyloxy]-3-oxapentane
• CAS: 532390-36-6
• 化学式: C₅₂H₇₂N₆O₃₃
• 分子量: 1309.16
• InChiKey: YTMLLGBRYHIMOF-FTSJKGFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.23
• 重原子数：
  91.0
• 可旋转键数：
  30.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  496.19
• 氢给体数：
  0.0
• 氢受体数：
  35.0

反应信息

• 作为反应物：
  描述：

  1-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyloxy]-5-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyloxy]-3-oxapentane 在 sodium 作用下， 以 甲醇 为溶剂， 反应 62.0h， 生成 1-[β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranosyloxy]-5-[β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-α-D-glucopyranosyloxy]-3-oxapentane
  参考文献：
  名称：

  Synthesis and potential antimetastatic activity of monovalent and divalent β-d-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-d-glucopyranosides

  摘要：

  Anomers of monovalent and divalent beta-D-galactopyranosyl-(1-->4)-2-acetamido-2-deoxy-D-gluco-pyranosides were synthesized under different glycosylation conditions, and evaluated for in vitro antimetastatic activity. Three compounds showed promising inhibitory effects on cancer cell attachment, spreading, migration, and invasion. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00438-x
• 作为产物：
  描述：

  (2S,3R,4S,5S,6R)-2-(((2R,3S,4R,5R)-4-acetoxy-2-(acetoxymethyl)-5-azido-6-hydroxytetrahydro-2H-pyran-3-yl)oxy)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 4 A molecular sieve 、 三氟化硼乙醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyloxy]-5-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyloxy]-3-oxapentane
  参考文献：
  名称：

  Synthesis and potential antimetastatic activity of monovalent and divalent β-d-galactopyranosyl-(1→4)-2-acetamido-2-deoxy-d-glucopyranosides

  摘要：

  Anomers of monovalent and divalent beta-D-galactopyranosyl-(1-->4)-2-acetamido-2-deoxy-D-gluco-pyranosides were synthesized under different glycosylation conditions, and evaluated for in vitro antimetastatic activity. Three compounds showed promising inhibitory effects on cancer cell attachment, spreading, migration, and invasion. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00438-x