tolyl 6-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-thio-β-D-galactopyranose | 1177264-15-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tolyl 6-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-thio-β-D-galactopyranose
• CAS: 1177264-15-1
• 化学式: C₆₁H₆₂O₁₀S
• 分子量: 987.223
• InChiKey: VVLHRKAAHMLHNB-TXFFYSPBSA-N

反应信息

• 作为产物：
  描述：

  p-tolyl 2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 、 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl chloride 在 silver trifluoromethanesulfonate 、 silver carbonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.0h， 以0.75 g的产率得到tolyl 6-O-(2,3-di-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->4)-O-2,3,6-tri-O-benzyl-thio-β-D-galactopyranose
  参考文献：
  名称：

  A mild and general method for preparation of α-glycosyl chlorides

  摘要：

  A mild and efficient chlorination method for production of glycosyl chlorides is first described which employs inexpensive trichlorotriazine (TCT) and DMF as a chlorination reagent and is compatible with typical acid-labile hydroxyl protecting functions. The scope and limitations, reaction mechanism and its application in the sequential glycosylations are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.077