2-(E)-7-octadienyl α-L-arabinopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(E)-7-octadienyl α-L-arabinopyranoside
• 英文别名: (2R,3R,4S,5S)-2-[(2E)-octa-2,7-dienoxy]oxane-3,4,5-triol
• 化学式: C₁₃H₂₂O₅
• 分子量: 258.315
• InChiKey: DITYCLLIXJZBKD-REDBGUNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2'(E),7'-octadienyl 2,3,4-tri-O-acetyl-α-L-arabinopyranoside 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以97%的产率得到2-(E)-7-octadienyl α-L-arabinopyranoside
  参考文献：
  名称：

  Neutral pentosides surfactants issued from the butadiene telomerization with pentoses: preparation and amphiphilic properties

  摘要：

  Interfacial properties of octadienyl pentosides prepared by the palladium-catalyzed telomerization of butadiene with free pentoses have been evaluated and compared to those of mixtures issued from the autoclaving process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.04.023

文献信息

• Telomerization of Butadiene withL-Arabinose andD-Xylose in DMF: Selective Formation of their Monooctadienyl Glycosides
  作者：Boris Estrine、Sandrine Bouquillon、Françoise Hénin、Jacques Muzart

  DOI：10.1002/ejoc.200400064

  日期：2004.7

  Conditions to achieve the palladium-catalysed telomerization of butadiene with L-arabinose and D-xylose as telogens have been identified. With DMF as solvent, optimised ratios of substrate, reactants and catalytic system allowed the selective grafting of one octadienyl chain onto the anomeric hydroxy group. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

  已经确定了用 L-阿拉伯糖和 D-木糖作为调聚剂实现钯催化的丁二烯调聚的条件。以 DMF 作为溶剂，优化的底物、反应物和催化体系的比例允许一个辛二烯链选择性接枝到异头羟基上。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• Neutral pentosides surfactants issued from the butadiene telomerization with pentoses: preparation and amphiphilic properties
  作者：Caroline Hadad、Céline Damez、Sandrine Bouquillon、Boris Estrine、Françoise Hénin、Jacques Muzart、Isabelle Pezron、Ljepsa Komunjer

  DOI：10.1016/j.carres.2006.04.023

  日期：2006.8

  Interfacial properties of octadienyl pentosides prepared by the palladium-catalyzed telomerization of butadiene with free pentoses have been evaluated and compared to those of mixtures issued from the autoclaving process. (c) 2006 Elsevier Ltd. All rights reserved.