2,3,5-tri-O-benzyl-1-C-phenyl-D-ribitol | 861860-47-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,3,5-tri-O-benzyl-1-C-phenyl-D-ribitol
• CAS: 861860-47-1
• 化学式: C₃₂H₃₄O₅
• 分子量: 498.619
• InChiKey: LPDOUHMBDVYEJK-SUBIFOIDSA-N

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2,3,5-tri-O-benzyl-1-C-phenyl-D-ribitol 在 吡啶 作用下， 反应 18.0h， 生成 (R)-1,4-di-O-acetyl-2,3,5-tri-O-benzyl-1-C-phenyl-D-ribitol 、 (S)-1,4-di-O-acetyl-2,3,5-tri-O-benzyl-1-C-phenyl-D-ribitol
  参考文献：
  名称：

  Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogs

  摘要：

  The C-glycosidic nicotinamide riboside analogue (2) was prepared by reaction of ribonolactone 24 with the lithiated oxazoline 19 followed by triethylsilane reduction to 26 and deprotection. Selective phosphorylation to the pseudonucleotide 34 was effected via the isopropylidene compound 33. In contrast to the benzoic acid riboside (28) the benzamide riboside (2) showed extremely high cytotoxicity at nanomolar concentrations to S49.1 lymphoma cells but only slightly increased dexamethasone toxicity.

  DOI：

  10.1021/jm00081a012