9-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester | 79063-76-6

• 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: 9-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester
• CAS: 79063-76-6
• 化学式: C₂₂H₃₅N₃O₁₀
• 分子量: 501.534
• InChiKey: PUBBARNYOBWZMF-VOFPXKNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  35.0
• 可旋转键数：
  15.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  172.42
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  9-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 生成 8-Methoxycarbonyloctyl 2-acetamido-2-deoxy-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of the T [β-d-Gal-(1→3)-α-d-GalNAc]-antigenic determinant in a form useful for the preparation of an effective artificial antigen and the corresponding immunoadsorbent

  摘要：

  The T antigenic determinant was synthesized in the form 8-methoxycarbonyloctyl 2-acetamido-2-deoxy-3-O-(beta-D-galactopyranosyl)-alpha-D-galactopyranoside (6) (beta-D-Gal-(1 goes to 3)-alpha-D-GalNAcO(CH2)8CO2Me). This T-hapten was used to prepare a T-BSA artificial antigen (7) and an immunoadsorbent (8), which were shown to possess the expected immunological properties. Nuclear Overhauser enhancements of the signals for anti-periplanar H-2' and the syn-axial H-3' of the beta-D-galactopyranosyl group were observed on saturation of H-1'. The signal for H-3 of the 2-acetamido-2-deoxy-alpha-D-galactopyranoside residue was also enhanced.

  DOI：

  10.1016/s0008-6215(00)80750-8
• 作为产物：
  描述：

  3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride 、 9-羟基正壬酸甲酯 在 氰化汞 作用下， 以 硝基甲烷 、 苯 为溶剂， 反应 72.0h， 生成 9-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of the T [β-d-Gal-(1→3)-α-d-GalNAc]-antigenic determinant in a form useful for the preparation of an effective artificial antigen and the corresponding immunoadsorbent

  摘要：

  The T antigenic determinant was synthesized in the form 8-methoxycarbonyloctyl 2-acetamido-2-deoxy-3-O-(beta-D-galactopyranosyl)-alpha-D-galactopyranoside (6) (beta-D-Gal-(1 goes to 3)-alpha-D-GalNAcO(CH2)8CO2Me). This T-hapten was used to prepare a T-BSA artificial antigen (7) and an immunoadsorbent (8), which were shown to possess the expected immunological properties. Nuclear Overhauser enhancements of the signals for anti-periplanar H-2' and the syn-axial H-3' of the beta-D-galactopyranosyl group were observed on saturation of H-1'. The signal for H-3 of the 2-acetamido-2-deoxy-alpha-D-galactopyranoside residue was also enhanced.

  DOI：

  10.1016/s0008-6215(00)80750-8