2-(N-benzyloxycarbonyl)-aminoethyl (methyl 2,3-di-O-benzyl-α-D-glucopyranosyluronate)-(1->3)-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside | 648904-03-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(N-benzyloxycarbonyl)-aminoethyl (methyl 2,3-di-O-benzyl-α-D-glucopyranosyluronate)-(1->3)-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS: 648904-03-4
• 化学式: C₁₀₀H₁₀₈N₂O₂₄
• 分子量: 1721.96
• InChiKey: XPIIDQTUYHQMPB-ZIJBYTPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.08
• 重原子数：
  126.0
• 可旋转键数：
  41.0
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  280.1
• 氢给体数：
  3.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  2-(N-benzyloxycarbonyl)-aminoethyl (methyl 2,3-di-O-benzyl-α-D-glucopyranosyluronate)-(1->3)-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 在 palladium dihydroxide 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 72.0h， 以71%的产率得到2-aminoethyl (methyl α-D-glucopyranosyluronate)-(1->3)-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-mannopyranosyl-(1->4)-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of tetra- and pentasaccharides corresponding to the capsular polysaccharide of Streptococcus pneumoniae type 9A&L, 9N and 9A

  摘要：

  Two tetrasaccharides, alpha-D-GlcAp-(l --> 3)-alpha-D-Galp-(1 --> 3)-beta-D-ManpNAc-(1 --> 4)-beta-D-Glcp and alpha-D-GlcAp-(1 --> 3)-alpha-D-Glcp(1 --> 3)-p-D-ManpNAc-(1 --> 4)-beta-D-Glcp (protected form), and a pentasaccharide, alpha-D-Glcp-(1 --> 4)-alpha-D-GlcAp-(1 --> 3)-alpha-D-GalP-(1 --> 3)-beta-D-ManpNAc-(1 --> 4)-beta-D-Glcp have been synthesised from 2-aminoethyl glycoside trisaccharide acceptors in a linear approach via consecutive alpha-glycosylations. Ethyl thioglycosides were used as glycosyl donors and DMTST in Et2O or NIS/TfOH in CH2Cl2 were employed as promoters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00271-4
• 作为产物：
  描述：

  在 乙酸肼 作用下， 以 甲醇 为溶剂， 以76%的产率得到2-(N-benzyloxycarbonyl)-aminoethyl (methyl 2,3-di-O-benzyl-α-D-glucopyranosyluronate)-(1->3)-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-(2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of tetra- and pentasaccharides corresponding to the capsular polysaccharide of Streptococcus pneumoniae type 9A&L, 9N and 9A

  摘要：

  Two tetrasaccharides, alpha-D-GlcAp-(l --> 3)-alpha-D-Galp-(1 --> 3)-beta-D-ManpNAc-(1 --> 4)-beta-D-Glcp and alpha-D-GlcAp-(1 --> 3)-alpha-D-Glcp(1 --> 3)-p-D-ManpNAc-(1 --> 4)-beta-D-Glcp (protected form), and a pentasaccharide, alpha-D-Glcp-(1 --> 4)-alpha-D-GlcAp-(1 --> 3)-alpha-D-GalP-(1 --> 3)-beta-D-ManpNAc-(1 --> 4)-beta-D-Glcp have been synthesised from 2-aminoethyl glycoside trisaccharide acceptors in a linear approach via consecutive alpha-glycosylations. Ethyl thioglycosides were used as glycosyl donors and DMTST in Et2O or NIS/TfOH in CH2Cl2 were employed as promoters. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00271-4