methyl 5-acetamido-8,9-di-O-acetyl-3,5-dideoxy-4,7-di-O-tert-butyldimethylsilyl-D-glycero-α-D-galacto-non-2-ulopyranosylonate(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside | 1356459-60-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-acetamido-8,9-di-O-acetyl-3,5-dideoxy-4,7-di-O-tert-butyldimethylsilyl-D-glycero-α-D-galacto-non-2-ulopyranosylonate(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside
• CAS: 1356459-60-3
• 化学式: C₅₆H₈₃NO₁₆Si₂
• 分子量: 1082.44
• InChiKey: OHXMKRJHCAFQSN-QKTVAKKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.57
• 重原子数：
  75.0
• 可旋转键数：
  24.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  191.07
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  以 吡啶 、 乙腈 为溶剂， 反应 32.0h， 生成 methyl 5-acetamido-8,9-di-O-acetyl-3,5-dideoxy-4,7-di-O-tert-butyldimethylsilyl-D-glycero-β-D-galacto-non-2-ulopyranosylonate(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside 、 methyl 5-acetamido-8,9-di-O-acetyl-3,5-dideoxy-4,7-di-O-tert-butyldimethylsilyl-D-glycero-α-D-galacto-non-2-ulopyranosylonate(2->6)-methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside
  参考文献：
  名称：

  How O-Substitution of Sialyl Donors Affects Their Stereoselectivity

  摘要：

  The profound effect of substituents at C-5 of glycosyl sialosides on their stereoselectivity is well-known although the exact nature of this effect is somewhat less understood. Presented herein is a comparative study of a range of novel sialyl donors with various O-substituents. It is demonstrated that O-substituents at C-4 and C-7 may also have a significant effect on the reactivity of sialyl donors and on the stereoselectivity of chemical sialylation.

  DOI：

  10.1021/ol3000475