acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3,4,5-triacetoxy-6-(2-azido-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester | 929034-06-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3,4,5-triacetoxy-6-(2-azido-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester
• CAS: 929034-06-0
• 化学式: C₂₈H₃₉N₃O₁₈
• 分子量: 705.627
• InChiKey: LVJFKXDTXDDNGN-HHZNOXSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.07
• 重原子数：
  49.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  269.78
• 氢给体数：
  0.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3,4,5-triacetoxy-6-(2-azido-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester 在 palladium on activated charcoal 吡啶 、 氢气 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 (N-9-Z-octadecenoyl-2-aminoethyl) 6-O-(α-D-galactopyranosyl)-β-D-glucopyranoside
  参考文献：
  名称：

  An Improved Synthetic Procedure for the Preparation of N‐Acyl (2‐aminoethyl)‐β‐d‐glycopyranoside Lipids and Characterization of Their Mesogenic Properties

  摘要：

  A modified synthetic procedure was used for the synthesis of N-acyl (2-aminoethyl) glycosides bearing lactose, maltose, and melibiose carbohydrate headgroups and different acyl chains. The lipid glycosides were prepared in gram scale and investigated for their liquid crystalline properties. It was found that the polar spacer suppresses polymorphism, and the resulting simplified phase behavior was found in the pure state upon heating, as well as for the lyotropic phases.

  DOI：

  10.1080/07328300601082385
• 作为产物：
  描述：

  acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3,4,5-triacetoxy-6-(2-bromo-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 acetic acid 3,5-diacetoxy-2-acetoxymethyl-6-[3,4,5-triacetoxy-6-(2-azido-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  An Improved Synthetic Procedure for the Preparation of N‐Acyl (2‐aminoethyl)‐β‐d‐glycopyranoside Lipids and Characterization of Their Mesogenic Properties

  摘要：

  A modified synthetic procedure was used for the synthesis of N-acyl (2-aminoethyl) glycosides bearing lactose, maltose, and melibiose carbohydrate headgroups and different acyl chains. The lipid glycosides were prepared in gram scale and investigated for their liquid crystalline properties. It was found that the polar spacer suppresses polymorphism, and the resulting simplified phase behavior was found in the pure state upon heating, as well as for the lyotropic phases.

  DOI：

  10.1080/07328300601082385