p-methylphenyl 3,6-di-O-benzyl-2,4-di-O-tert-butyldimethylsilyl-1-deoxy-1-thio-β-D-glucopyranoside | 1363157-81-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methylphenyl 3,6-di-O-benzyl-2,4-di-O-tert-butyldimethylsilyl-1-deoxy-1-thio-β-D-glucopyranoside
• CAS: 1363157-81-6
• 化学式: C₃₉H₅₈O₅SSi₂
• 分子量: 695.124
• InChiKey: AYQYEOILGINRCG-MANRWTMFSA-N

反应信息

• 作为产物：
  描述：

  4-methylphenyl 3,6-di-O-benzyl-1-thio-β-D-glucopyranoside 、 叔丁基二甲硅基三氟甲磺酸酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 16.0h， 生成 p-methylphenyl 3,6-di-O-benzyl-2,4-di-O-tert-butyldimethylsilyl-1-deoxy-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Acyl and Silyl Group Effects in Reactivity-Based One-Pot Glycosylation: Synthesis of Embryonic Stem Cell Surface Carbohydrates Lc₄ and IV²Fuc-Lc₄

  摘要：

  Relative reactivity evaluations showed the graded arming of toluenyl thioglucosides by variously positioned silyl groups but not by their acyl counterparts. These findings were applied in reactivity-based one-pot assembly of linker-attached Lc(4) and IV(2)Fuc-Lc(4), which are components of human embryonic stem cell surface. The sugar-galectin-1 binding was also examined.

  DOI：

  10.1021/ja300284x