p-tolyl 2-O-methyl-4-O-acetyl-3-O-(t-butyldimethylsilyl)-6-O-benzyl-1-thio-β-D-glucopyranoside | 1251542-52-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-tolyl 2-O-methyl-4-O-acetyl-3-O-(t-butyldimethylsilyl)-6-O-benzyl-1-thio-β-D-glucopyranoside
• CAS: 1251542-52-5
• 化学式: C₂₉H₄₂O₆SSi
• 分子量: 546.8
• InChiKey: LKSBSSZFXIOZMG-DFLSAPQXSA-N

反应信息

• 作为反应物：
  描述：

  p-tolyl 2-O-methyl-4-O-acetyl-3-O-(t-butyldimethylsilyl)-6-O-benzyl-1-thio-β-D-glucopyranoside 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Stereoselective synthesis of 2-O-MEM-2,3-unsaturated-β-O-glycosides and elaboration to useful synthetic tools

  摘要：

  The glycosylation of alcohols by the new 2-O-MEM-substituted D-galactal-derived allyl epoxide affords the corresponding alkyl 2-O-MEM-3-deoxy-beta-D-threo-hex-2-enopyranosides through a completely 1,4-regio- and a highly to completely substrate-dependent stereoselective glycosylation processes. The glycosides obtained can be regioselectively transformed into corresponding 3-deoxy-beta-O-glycosides, 3-deoxy-beta-D-threo-hexopyranosid-2-uloses, and 3,4-dideoxy-beta-D-glycero-hex-3-enopyranosid-2-uloses, which are useful synthetic tools for further transformations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.061
• 作为产物：
  描述：

  p-tolyl 4-O-acetyl-3-O-(t-butyldimethylsilyl)-6-O-benzyl-1-thio-β-D-glucopyranoside 、 碘甲烷 在 silver(l) oxide 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以52%的产率得到p-tolyl 2-O-methyl-4-O-acetyl-3-O-(t-butyldimethylsilyl)-6-O-benzyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  Stereoselective synthesis of 2-O-MEM-2,3-unsaturated-β-O-glycosides and elaboration to useful synthetic tools

  摘要：

  The glycosylation of alcohols by the new 2-O-MEM-substituted D-galactal-derived allyl epoxide affords the corresponding alkyl 2-O-MEM-3-deoxy-beta-D-threo-hex-2-enopyranosides through a completely 1,4-regio- and a highly to completely substrate-dependent stereoselective glycosylation processes. The glycosides obtained can be regioselectively transformed into corresponding 3-deoxy-beta-O-glycosides, 3-deoxy-beta-D-threo-hexopyranosid-2-uloses, and 3,4-dideoxy-beta-D-glycero-hex-3-enopyranosid-2-uloses, which are useful synthetic tools for further transformations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.061