2,3,5-tri-O-tert-butyldiphenylsilyl-β-D-arabinofuranose | 1422670-89-0

• 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-tert-butyldiphenylsilyl-β-D-arabinofuranose
• CAS: 1422670-89-0
• 化学式: C₅₃H₆₄O₅Si₃
• 分子量: 865.345
• InChiKey: MJXXRAWMRGCNNS-VOHFYNNWSA-N

反应信息

• 作为产物：
  描述：

  1,2,3,5-tetra-O-tert-butyldiphenylsilyl-D-arabinofuranose 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 2,3,5-tri-O-tert-butyldiphenylsilyl-α-D-arabinofuranose 、 2,3,5-tri-O-tert-butyldiphenylsilyl-β-D-arabinofuranose
  参考文献：
  名称：

  Synthesis of Lipid-Linked Arabinofuranose Donors for Glycosyltransferases

  摘要：

  Mycobacteria and corynebacteria use decaprenylphosphoryl-beta-D-arabinofuranose (DPA) as a critical cell wall building block. Arabinofuranosyltransferases that process this substrate to mediate cell wall assembly have served as drug targets, but little is known about the substrate specificity of any of these enzymes. To probe substrate recognition of DPA, we developed a general and efficient synthetic route to beta-D-arabinofuranosyl phosphodiesters. In this approach, the key glycosyl phosphodiester bond-forming reaction proceeds with high beta-selectivity In addition to its stereoselectivity, our route provides the means to readily access a variety of different lipid analogues, including aliphatic and polyprenyl substrates.

  DOI：

  10.1021/jo302507p