N-(2,3,4,6-tetra-O-pivoloyl-β-D-glucopyranosyl)chloroacetamide | 1452848-86-0

• 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: N-(2,3,4,6-tetra-O-pivoloyl-β-D-glucopyranosyl)chloroacetamide
• 英文别名: [(2R,3R,4S,5R,6R)-6-[(2-chloroacetyl)amino]-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 1452848-86-0
• 化学式: C₂₈H₄₆ClNO₁₀
• 分子量: 592.127
• InChiKey: ZUJBVBGLNXJDFI-XIKSMUEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  氯乙酰氯 、 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl azide 在 tin 、 四氯化锡 、 sodium sulfate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到N-(2,3,4,6-tetra-O-pivoloyl-β-D-glucopyranosyl)chloroacetamide
  参考文献：
  名称：

  SnCl4/Sn catalyzed chemoselective reduction of glycopyranosyl azides for the synthesis of diversely functionalized glycopyranosyl chloroacetamides

  摘要：

  A method for the chemoselective reduction of glycopyranosyl azides using SnCl4 and tin metal as the reducing agent followed by in situ chloroacetylation of the synthesized glycopyranosyl amine was developed. This reaction is applicable to diversely functionalized glycopyranosyl azides for the synthesis of glycopyranosyl chloroacetamides. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.110

文献信息

• SnCl4/Sn catalyzed chemoselective reduction of glycopyranosyl azides for the synthesis of diversely functionalized glycopyranosyl chloroacetamides
  作者：Laxminarayan Sahoo、Anadi Singhamahapatra、Katuri J.V. Paul、Duraikkannu Loganathan

  DOI：10.1016/j.tetlet.2013.07.110

  日期：2013.9

  A method for the chemoselective reduction of glycopyranosyl azides using SnCl4 and tin metal as the reducing agent followed by in situ chloroacetylation of the synthesized glycopyranosyl amine was developed. This reaction is applicable to diversely functionalized glycopyranosyl azides for the synthesis of glycopyranosyl chloroacetamides. (C) 2013 Elsevier Ltd. All rights reserved.