3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-N-benzyloxycarbonyl-L-serine methyl ester | 101301-69-3

• 分子结构分类: 有机化合物
• 英文名称: 3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-N-benzyloxycarbonyl-L-serine methyl ester
• CAS: 101301-69-3
• 化学式: C₂₇H₃₂N₂O₁₀
• 分子量: 544.558
• InChiKey: AYNOWUHKTQQFKR-JIYCMTGTSA-N

物化性质

• 沸点：
  807.1±65.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  150.88
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-N-benzyloxycarbonyl-L-serine methyl ester 在 calcium sulfate 、 氰化汞 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 25.5h， 生成 3-O-<2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine methyl ester
  参考文献：
  名称：

  Structural, dynamic, and metal-ion binding studies of the core glycopeptides β-d-Gal-(1→3)-α-d-GalNAc→Ser, Thr by 13C-n.m.r. spectroscopy

  摘要：

  13C-N.m.r. spectral data as well as spin-lattice relaxation times (T1 values) are presented for the core glycopeptides beta-D-Gal-(1----3)-alpha-D-GalNAc----Ser, Thr. The binding of Gd3+ to these model compounds containing N-terminal blocking groups and esterified carboxyl groups indicates that the disaccharide contains a rather weak, but unique, binding-site in the vicinity of C-2 of alpha-D-GalNAc (possibly involving N-2', the acetamido carbonyl group, O-3' and/or possibly the glycosidic oxygen atom (O-3)).

  DOI：

  10.1016/s0008-6215(00)90729-8
• 作为产物：
  描述：

  苯甲醛二甲缩醛 、 3-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 以70%的产率得到3-O-(2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-N-benzyloxycarbonyl-L-serine methyl ester
  参考文献：
  名称：

  Structural, dynamic, and metal-ion binding studies of the core glycopeptides β-d-Gal-(1→3)-α-d-GalNAc→Ser, Thr by 13C-n.m.r. spectroscopy

  摘要：

  13C-N.m.r. spectral data as well as spin-lattice relaxation times (T1 values) are presented for the core glycopeptides beta-D-Gal-(1----3)-alpha-D-GalNAc----Ser, Thr. The binding of Gd3+ to these model compounds containing N-terminal blocking groups and esterified carboxyl groups indicates that the disaccharide contains a rather weak, but unique, binding-site in the vicinity of C-2 of alpha-D-GalNAc (possibly involving N-2', the acetamido carbonyl group, O-3' and/or possibly the glycosidic oxygen atom (O-3)).

  DOI：

  10.1016/s0008-6215(00)90729-8