(1'-methyl-ethyl) 2,4-di-O-acetyl-3,6-dideoxy-α-L-ribo-hexopyranoside | 1234623-74-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1'-methyl-ethyl) 2,4-di-O-acetyl-3,6-dideoxy-α-L-ribo-hexopyranoside
• CAS: 1234623-74-5
• 化学式: C₁₃H₂₂O₆
• 分子量: 274.314
• InChiKey: BEDXLLHZXUCARI-OQCKYNKVSA-N

反应信息

• 作为产物：
  描述：

  (2S,3R,5S,6R)-2-methyl-6-propan-2-yloxyoxane-3,5-diol 、 乙酸酐 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以103 mg的产率得到(1'-methyl-ethyl) 2,4-di-O-acetyl-3,6-dideoxy-α-L-ribo-hexopyranoside
  参考文献：
  名称：

  Synthesis and Raman spectra of 3-deoxy-α-l-rhamnosides as model sugars of the Ascaris egg shell

  摘要：

  The synthesis of two 3-deoxy-alpha-L-rhamnosides (i.e., 3,6-dideoxy-L-arabino-hexopyranosides) as models of ascaroside natural products is reported. The present approach is based on a Ferrier rearrangement from L-rhamnal, epoxidation of the resulting glycal and reductive opening of the isolated beta-epoxide. The 3-deoxy-alpha-rhamnoside linked to a long aglycone chain was used to ascertain by Raman vibrational spectroscopy the presence of this peculiar sugar in the inner shell of Ascaris eggs. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.061