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 | 868231-08-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 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
• 英文别名: [(2R,3S,4S,5R,6R)-6-[[(4aR,6R,7R,8R,8aR)-7-acetamido-2,2-ditert-butyl-6-(4-methyl-2-oxochromen-7-yl)oxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3,2]dioxasilin-8-yl]oxy]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate
• CAS: 868231-08-7
• 化学式: C₄₀H₅₅NO₁₇Si
• 分子量: 849.959
• InChiKey: RROYZALMRRCOSV-IZFFBDFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  59
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  216
• 氢给体数：
  1
• 氢受体数：
  17

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-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
• 作为产物：
  描述：

  羟甲香豆素 在 溶剂黄146 、 锌 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 23.0h， 生成 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
  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