2'-chloroethyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside | 61198-76-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2'-chloroethyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
• 英文别名: 2-chloroethyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside；(2-chloro-ethyl)-(tetra-O-acetyl-α-D-glucopyranoside)；(2-Chlor-aethyl)-(tetra-O-acetyl-α-D-glucopyranosid)；2'-Chlorethyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranosid；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-chloroethoxy)oxan-2-yl]methyl acetate
• CAS: 61198-76-3
• 化学式: C₁₆H₂₃ClO₁₀
• 分子量: 410.806
• InChiKey: ZCFSGFSMIWNIIA-LJIZCISZSA-N

物化性质

• 熔点：
  82-83 °C
• 沸点：
  461.6±45.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2'-chloroethyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 在 吡啶 、 sodium hydroxide 作用下， 生成 1,2-O-Ethylene-α-<*>-glucopyranose 3,4,6-triacetate
  参考文献：
  名称：

  Helferich; Werner, Chemische Berichte, 1942, vol. 75, p. 1446,1448

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloroethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 氯仿 、 四氯化钛 作用下， 生成 2'-chloroethyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
  参考文献：
  名称：

  Helferich; Werner, Chemische Berichte, 1942, vol. 75, p. 1446,1448

  摘要：

  DOI：

文献信息

• Discovery of the Chemical Function of Glycosidases:  Design, Synthesis, and Evaluation of Mass-Differentiated Carbohydrate Libraries
  作者：Yang Yu、Kwang-Seuk Ko、Corbin J. Zea、Nicola L. Pohl

  DOI：10.1021/ol049389b

  日期：2004.6.1

  Discovery of the catalytic chemical function of the many putative glycosidases coded in genomes currently relies on individual testing of possible substrates, usually as their p-nitrophenol conjugate. Herein, we present an alternative chemical proteomics approach using a synthetic mass-differentiated heat-stable substrate library with mass spectrometry readout. Library components do not serve as reaction inhibitors and both primary and secondary enzyme substrates can be delineated.
• Efficient glycosylation of unprotected sugars using sulfamic acid: A mild eco-friendly catalyst
  作者：Goutam Guchhait、Anup Kumar Misra

  DOI：10.1016/j.catcom.2011.07.016

  日期：2011.10

  Sulfamic acid, a mild and environmentally benign catalyst has been successfully used in the Fischer glycosylation of unprotected sugars for the preparation alkyl glycosides. A diverse range of aliphatic alcohols have been used to prepare a series of alkyl glycosides in good to excellent yield. (C) 2011 Elsevier B.V. All rights reserved.
• Garegg, Per. J.; Konradsson, Peter; Kvarnstroem, Ingemar, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1985, vol. 39, # 7, p. 569 - 578
  作者：Garegg, Per. J.、Konradsson, Peter、Kvarnstroem, Ingemar、Norberg, Thomas、Svensson, Stefan C. T.、Wigilius, Bo

  DOI：——

  日期：——