N-(palmitoyl)-1,3-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-deoxy-2-amino-glycerol | 809270-19-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(palmitoyl)-1,3-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-deoxy-2-amino-glycerol
• CAS: 809270-19-7
• 化学式: C₄₇H₇₅NO₂₁
• 分子量: 990.107
• InChiKey: RBSJUVVDPZNIQN-FHHAZRKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  69.0
• 可旋转键数：
  31.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  276.42
• 氢给体数：
  1.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  N-(palmitoyl)-1,3-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-deoxy-2-amino-glycerol 在 甲醇 、 sodium methylate 作用下， 以94%的产率得到N-(palmitoyl)-1,3-di-O-(β-D-glucopyranosyl)-2-deoxy-2-amino-glycerol
  参考文献：
  名称：

  Synthesis and mesogenic properties of a Y-shaped glyco-glycero-lipid

  摘要：

  We synthesised a new glycoglycerolipid [1,3-di-O-(beta-D-glucopyranosyl)-2-deoxy-2-amino-N-palmitoyl-sn-glycerol] with a Y-shaped structure bearing two sugar head groups and only one fatty acid chain. Instead of an ester linkage between the glycerol and the fatty acid an amido function was introduced. The mesogenic properties were investigated using polarising microscopy and are discussed with respect to similar compounds. The lyotropism, was measured using the contact preparation method and small-angle neutron-scattering. (C) 2004 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2004.03.011
• 作为产物：
  描述：

  2-carbobenzyloxyamino-1,3-di-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)propane 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 生成 N-(palmitoyl)-1,3-di-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-deoxy-2-amino-glycerol
  参考文献：
  名称：

  Synthesis and mesogenic properties of a Y-shaped glyco-glycero-lipid

  摘要：

  We synthesised a new glycoglycerolipid [1,3-di-O-(beta-D-glucopyranosyl)-2-deoxy-2-amino-N-palmitoyl-sn-glycerol] with a Y-shaped structure bearing two sugar head groups and only one fatty acid chain. Instead of an ester linkage between the glycerol and the fatty acid an amido function was introduced. The mesogenic properties were investigated using polarising microscopy and are discussed with respect to similar compounds. The lyotropism, was measured using the contact preparation method and small-angle neutron-scattering. (C) 2004 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2004.03.011