6-[N-hexadecanoyl-N-(2-(hexadecanoylamino)ethyl)amino]-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 6-[N-hexadecanoyl-N-(2-(hexadecanoylamino)ethyl)amino]-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• 英文别名: N-[2-[hexadecanoyl-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methyl]amino]ethyl]hexadecanamide
• 化学式: C₄₆H₈₆N₂O₇
• 分子量: 779.198
• InChiKey: XECJZIWFFSBGSB-OOUNRVEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.1
• 重原子数：
  55
• 可旋转键数：
  33
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-[N-hexadecanoyl-N-(2-(hexadecanoylamino)ethyl)amino]-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 在 三氟化硼-二甲醚络合物 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 72.0h， 以87%的产率得到6-[N-hexadecanoyl-N-(2-(hexadecanoylamino)ethyl)amino]-6-deoxy-D-galactopyranose
  参考文献：
  名称：

  Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents

  摘要：

  Mono-and diacylated derivatives of galactopyranosyl amines were obtained from D-galactose, via aminated intermediates prepared by reaction of 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose with 1,3-propanediamine, 1,2-ethanediamine or ethanolamine. Monoacylated derivatives displayed antitubercular activity. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.01.009
• 作为产物：
  描述：

  6-(2-aminoethylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 、 棕榈酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以72%的产率得到6-[N-hexadecanoyl-N-(2-(hexadecanoylamino)ethyl)amino]-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  Synthesis of amphiphilic galactopyranosyl diamines and amino alcohols as antitubercular agents

  摘要：

  Mono-and diacylated derivatives of galactopyranosyl amines were obtained from D-galactose, via aminated intermediates prepared by reaction of 6-deoxy-6-iodo-1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose with 1,3-propanediamine, 1,2-ethanediamine or ethanolamine. Monoacylated derivatives displayed antitubercular activity. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.01.009