| 918948-22-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 918948-22-8
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: YFZZXJDHTUAWBQ-YHDCXSKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 吡啶 、 三氟甲磺酸三甲基硅酯 、 3 A molecular sieve 作用下， 以 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 9.5h， 生成
  参考文献：
  名称：

  用于组装肝素和硫酸乙酰肝素寡糖文库的48种二糖结构单元的合成。

  摘要：

  [结构：见正文]本文描述了用于组装肝素和硫酸乙酰肝素寡糖文库的整套适当保护的48种二糖结构单元的有效合成。

  DOI：

  10.1021/ol062464t
• 作为产物：
  描述：

  在 potassium tert-butylate 、 硫酸 作用下， 以 二氯甲烷 、 叔丁醇 、 二乙二醇二甲醚 、 水 为溶剂， 反应 32.0h， 以45%的产率得到
  参考文献：
  名称：

  用于组装肝素和硫酸乙酰肝素寡糖文库的48种二糖结构单元的合成。

  摘要：

  [结构：见正文]本文描述了用于组装肝素和硫酸乙酰肝素寡糖文库的整套适当保护的48种二糖结构单元的有效合成。

  DOI：

  10.1021/ol062464t

文献信息

• Sc(OTf) 3 -catalyzed acetolysis of 1,6-anhydro-β-hexopyranoses and solvent-free per-acetylation of hexoses
  作者：Jinq-Chyi Lee、Cheng-An Tai、Shang-Cheng Hung

  DOI：10.1016/s0040-4039(01)02253-5

  日期：2002.1

  Acetolysis of 1,6-anhydro-beta-hexopyranoses and solvent-free per-acetylation of hexoses with acetic anhydride at roots temperature in excellent yields employing 0.5 mol% scandium(III) trifluoromethanesulfonate as an extremely efficient catalyst are, respectively, described here. (C) 2002 Elsevier Science Ltd. All rights reserved.
• 2-Allyloxyphenyl glycoside as a new and stable type of glycosyl donors
  作者：Jinq-Chyi Lee、Guan-Rong Pan、Suvarn S. Kulkarni、Shun-Yuan Luo、Chun-Chen Liao、Shang-Cheng Hung

  DOI：10.1016/j.tetlet.2005.12.127

  日期：2006.3

  A high-yielding coupling of a new and stable type of glycosyl donors, namely 2-allyloxyphenyl glycoside, with a variety of alcohols via NIS/TfOH reagent combination as effective activators at room temperature is described here. (c) 2006 Elsevier Ltd. All rights reserved.
• α-Glycosylation by <scp>d</scp>-Glucosamine-Derived Donors: Synthesis of Heparosan and Heparin Analogues That Interact with Mycobacterial Heparin-Binding Hemagglutinin
  作者：Medel Manuel L. Zulueta、Shu-Yi Lin、Ya-Ting Lin、Ching-Jui Huang、Chun-Chih Wang、Chiao-Chu Ku、Zhonghao Shi、Chia-Lin Chyan、Deli Irene、Liang-Hin Lim、Tsung-I Tsai、Yu-Peng Hu、Susan D. Arco、Chi-Huey Wong、Shang-Cheng Hung

  DOI：10.1021/ja302640p

  日期：2012.5.30

  Numerous biomolecules possess alpha-D-glucosamine as structural component. However, chemical glycosylations aimed at this backbone are usually not easily attained without generating the unwanted beta-isomer. We report herein a versatile approach in affording full alpha-stereoselectivity built upon a carefully selected set of orthogonal protecting groups on a D-glucosaminyl donor. The excellent stereoselectivity provided by the protecting group combination was found independent of leaving groups and activators. With the trichloroacetimidate as the optimum donor leaving group, core skeletons of glycosylphosphatidyl inositol anchors, heparosan, heparan sulfate, and heparin were efficiently assembled. The orthogonal protecting groups were successfully manipulated to further carry out the total syntheses of heparosan tri- and pentasaccharides and heparin di-, tetra-, hexa-, and octasaccharide analogues. Using the heparin analogues, heparin-binding hemagglutinin, a virulence factor of Mycobacterium tuberculosis, was found to bind at least six sugar units with the interaction notably being entropically driven.
• Boberg; Kurz; Ploschke, Arzneimittel-Forschung/Drug Research, 1990, vol. 40, # 5, p. 555 - 563
  作者：Boberg、Kurz、Ploschke、Schmitt、Scholl、Schuller、Wunsche

  DOI：——

  日期：——