allyl 4,6-O-benzylidene-2,3-O-bis[2-(2-chloroethoxy)ethyl]-β-D-glucopyranoside | 260414-15-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: allyl 4,6-O-benzylidene-2,3-O-bis[2-(2-chloroethoxy)ethyl]-β-D-glucopyranoside
• CAS: 260414-15-1
• 化学式: C₂₄H₃₄Cl₂O₈
• 分子量: 521.435
• InChiKey: YDYMJDHMLAYRLC-UNBXWCMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  34.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  allyl 4,6-O-benzylidene-2,3-O-bis[2-(2-chloroethoxy)ethyl]-β-D-glucopyranoside 在 sodium hydroxide 、 溶剂黄146 作用下， 以 吡啶 、 水 、 甲苯 、 正丁醇 为溶剂， 反应 54.0h， 生成 allyl [2,3-b](11,12-benzo-1,4,7,10,13,16-hexaoxacyclooctadeca-11-ene)-2,3-dideoxy-4-O-methyl-6-O-trityl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of ethoxy-linked pseudo-disaccharides incorporating a crown ether macrocycle and lectin recognition

  摘要：

  Six ethoxy-linked pseudo-disaccharides incorporating a non-reducing D-galactopyranosyl residue and a glucose bearing an 18-crown-6-ether were synthesized by the trichloracetimidate method. Deprotection left four novel structures from which two were tested against the galactose-specific lectin Kluyveromyces bulgaricus. Their minimum inhibitory concentration (MIC) was in the same order of magnitude as compared to previously prepared oligosaccharides without spacer. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00194-9
• 作为产物：
  描述：

  二氯乙醚 、 allyl 4,6-O-benzylidene-D-glucopyranoside 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 水 为溶剂， 反应 6.0h， 以36.4%的产率得到allyl 4,6-O-benzylidene-2,3-O-bis[2-(2-chloroethoxy)ethyl]-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of ethoxy-linked pseudo-disaccharides incorporating a crown ether macrocycle and lectin recognition

  摘要：

  Six ethoxy-linked pseudo-disaccharides incorporating a non-reducing D-galactopyranosyl residue and a glucose bearing an 18-crown-6-ether were synthesized by the trichloracetimidate method. Deprotection left four novel structures from which two were tested against the galactose-specific lectin Kluyveromyces bulgaricus. Their minimum inhibitory concentration (MIC) was in the same order of magnitude as compared to previously prepared oligosaccharides without spacer. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00194-9