ethyl 4,5,6-tri-O-benzyl-2-deoxy-3-thio-α-L-fuco-3-octulopyranoside | 168568-23-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 4,5,6-tri-O-benzyl-2-deoxy-3-thio-α-L-fuco-3-octulopyranoside
• CAS: 168568-23-8
• 化学式: C₃₁H₃₈O₅S
• 分子量: 522.706
• InChiKey: OOSORIPHEPVUOH-KDWADUSMSA-N

反应信息

• 作为反应物：
  描述：

  2-(三甲基硅烷基)乙氧甲基氯 、 ethyl 4,5,6-tri-O-benzyl-2-deoxy-3-thio-α-L-fuco-3-octulopyranoside 在 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以87%的产率得到ethyl 4,5,6-tri-O-benzyl-2-deoxy-3-thio-1-O-<2-(trimethylsilyl)ethoxymethyl>α-L-fuco-3-octulopyranoside
  参考文献：
  名称：

  Synthesis and glycosylating properties of ketopyranosyl donors

  摘要：

  The preparation of heptulopyranosyl donors 13-15, 28, 29 and 3-octulopyranosyl donors 34, 35, having a non-participating group at C-3 or C-4, respectively, is described. Glycosylations of various accepters with these donors gave exclusively cc-linked ketosides. On the other hand, condensation of 3-O-benzoyl heptulopyranosyl donor 19 with art acceptor furnished an anomeric mixture of ketodisaccharides.

  DOI：

  10.1016/0040-4020(95)00225-w
• 作为产物：
  描述：

  ethyl (ethyl 4,5,6-tri-O-benzyl-2-deoxy-3-thio-α-L-fuco-3-octulopyranosid)onate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 生成 ethyl 4,5,6-tri-O-benzyl-2-deoxy-3-thio-α-L-fuco-3-octulopyranoside
  参考文献：
  名称：

  Synthesis and glycosylating properties of ketopyranosyl donors

  摘要：

  The preparation of heptulopyranosyl donors 13-15, 28, 29 and 3-octulopyranosyl donors 34, 35, having a non-participating group at C-3 or C-4, respectively, is described. Glycosylations of various accepters with these donors gave exclusively cc-linked ketosides. On the other hand, condensation of 3-O-benzoyl heptulopyranosyl donor 19 with art acceptor furnished an anomeric mixture of ketodisaccharides.

  DOI：

  10.1016/0040-4020(95)00225-w