3-C-azidomethyl-L-erythrose | 1241760-44-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-C-azidomethyl-L-erythrose
• CAS: 1241760-44-0
• 化学式: C₅H₉N₃O₄
• 分子量: 175.144
• InChiKey: LVNGRRGKSMXGHD-UHNVWZDZSA-N

反应信息

• 作为产物：
  描述：

  3-C-azidomethyl-2,3-O-isopropylidene-L-erythrose 在 Dowex (50 W-XS H⁽¹⁺⁾ form) 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以100%的产率得到3-C-azidomethyl-L-erythrose
  参考文献：
  名称：

  Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars

  摘要：

  Acetonides are the only protecting groups used in the syntheses of isoDAB from D-ribose and of isoLAB from D-tagatose. isoDAB is a potent and highly specific competitive a-glucosidase inhibitor (for rice alpha-glucosidase, K(i) = 4 mu M for isoDAB compared to K(i) 14 mu M for DAB). isoDAB is not an whereas DAB is a potent inhibitor of glycogen phosphorylase. This is the first example of any potent inhibition of glycosidases by a carbon-branched iminosugar pyrrolidine. Although isoLAB shows no inhibition of any glycosidase, preliminary experiments suggest that isoLAB partially rescues the defective F508del-CFTR function and so may have a role in the study of cystic fibrosis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.131