4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranoside | 868231-09-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranoside
• 英文别名: 4-Methylumbelliferyl 2-Acetamido-2-deoxy-3-O-(|A-D-galactopyranosyl)-|A-D-galactopyranoside Hexaacetate；[(2R,3R,4R,5R,6R)-5-acetamido-3-acetyloxy-6-(4-methyl-2-oxochromen-7-yl)oxy-4-[(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 868231-09-8
• 化学式: C₃₆H₄₃NO₁₉
• 分子量: 793.733
• InChiKey: FGXPTUHJUUNJQJ-BAKCSKPESA-N

物化性质

• 沸点：
  858.2±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  250
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以100%的产率得到4-methylumbelliferyl β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-α-D-galactopyranoside
  参考文献：
  名称：

  Di-tert-butylsilylene-Directed α-Selective Synthesis of 4-Methylumbelliferyl T-Antigen

  摘要：

  We have succeeded in the facile synthesis of 4-methylumbelliferyl T-antigen as a substrate for endo-alpha-N-acetylgalactosaminidase by exploiting the combination of the di-tert-butylsilylene effect and the Mitsunobu reaction.

  DOI：

  10.1021/ol051592z
• 作为产物：
  描述：

  4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-4,6-O-di-tert-butylsilylene-α-D-galactopyranoside 、 乙酸酐 在 吡啶 作用下， 反应 13.0h， 以95%的产率得到4-methylumbelliferyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranoside
  参考文献：
  名称：

  Di-tert-butylsilylene-Directed α-Selective Synthesis of 4-Methylumbelliferyl T-Antigen

  摘要：

  We have succeeded in the facile synthesis of 4-methylumbelliferyl T-antigen as a substrate for endo-alpha-N-acetylgalactosaminidase by exploiting the combination of the di-tert-butylsilylene effect and the Mitsunobu reaction.

  DOI：

  10.1021/ol051592z

文献信息

• Di-<i>tert</i>-butylsilylene-Directed α-Selective Synthesis of 4-Methylumbelliferyl T-Antigen
  作者：Akihiro Imamura、Hiromune Ando、Hideharu Ishida、Makoto Kiso

  DOI：10.1021/ol051592z

  日期：2005.9.1

  We have succeeded in the facile synthesis of 4-methylumbelliferyl T-antigen as a substrate for endo-alpha-N-acetylgalactosaminidase by exploiting the combination of the di-tert-butylsilylene effect and the Mitsunobu reaction.