2,3,5-tri-O-TBDMS-β-D-ribofuranose | 1154406-30-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,5-tri-O-TBDMS-β-D-ribofuranose
• 英文别名: TBDMS(-2)[TBDMS(-3)][TBDMS(-5)]b-Ribf；(2R,3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-ol
• CAS: 1154406-30-0
• 化学式: C₂₃H₅₂O₅Si₃
• 分子量: 492.919
• InChiKey: OMCOCXBXFNGZGQ-UAFMIMERSA-N

物化性质

• 沸点：
  450.4±45.0 °C(predicted)
• 密度：
  0.95±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为反应物：
  描述：

  2,3,5-tri-O-TBDMS-β-D-ribofuranose 在 四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Stereoselective syntheses of heptaprenylphosphoryl β-d-arabino-and β-d-ribo-furanoses

  摘要：

  The stereoselective syntheses of heptaprenylphosphoryl beta-D-arabinofuranose and heptaprenylphosphoryl beta-D-ribofuranose are described. In the synthesis of the D-arabino product, the stereoselectivity was achieved by the coupling of a suitably protected beta-D-arabinofuranosyl phosphate intermediate with an activated form of heptaprenol and subsequent deprotection. In the case of the ribo-analog, the desired beta-anomer could be obtained by the more convenient phosphoramidite method. The products were successfully employed in the mycobacterial epimerase assay. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.188