[(2R,3S,4R,5R,6R)-3,4-diacetyloxy-6-[[(2R,3R,4R,5R,6S)-5-azido-4-hydroxy-3-phenylmethoxy-6-phenylsulfanyloxan-2-yl]methoxy]-5-(2,2,2-trichloroethoxycarbonylamino)oxan-2-yl]methyl acetate | 676227-84-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6R)-3,4-diacetyloxy-6-[[(2R,3R,4R,5R,6S)-5-azido-4-hydroxy-3-phenylmethoxy-6-phenylsulfanyloxan-2-yl]methoxy]-5-(2,2,2-trichloroethoxycarbonylamino)oxan-2-yl]methyl acetate
• CAS: 676227-84-2
• 化学式: C₃₄H₃₉Cl₃N₄O₁₃S
• 分子量: 850.128
• InChiKey: PMHRHCSPCZNHQI-YEVPWWJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  55
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  214
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl fluoride 、 [(2R,3S,4R,5R,6R)-3,4-diacetyloxy-6-[[(2R,3R,4R,5R,6S)-5-azido-4-hydroxy-3-phenylmethoxy-6-phenylsulfanyloxan-2-yl]methoxy]-5-(2,2,2-trichloroethoxycarbonylamino)oxan-2-yl]methyl acetate 在 二氯二茂锆 、 silver trifluoromethanesulfonate 作用下， 生成
  参考文献：
  名称：

  Efficient synthesis of core 2 class glycosyl amino acids by one-pot glycosylation approach

  摘要：

  We describe the one-pot synthesis of core 2 class branched oligosaccharides initiated by chemo-selective glycosylation of silyl anther. Glycosylation of 6-O-silyl-4-benzyl-2-azido-thiogalactoside with glycosyl fluoride provided selectively 6-glycosylated thioglycoside without both O-glycosylation at the 3 position and S-glycosylation. Subsequent coupling of galactosyl fluoride and amino acids afforded the protected branched oligosaccharides in good yields. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.042
• 作为产物：
  描述：

  在 三氟化硼乙醚 、 氢氟酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.5h， 生成 [(2R,3S,4R,5R,6R)-3,4-diacetyloxy-6-[[(2R,3R,4R,5R,6S)-5-azido-4-hydroxy-3-phenylmethoxy-6-phenylsulfanyloxan-2-yl]methoxy]-5-(2,2,2-trichloroethoxycarbonylamino)oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Efficient synthesis of core 2 class glycosyl amino acids by one-pot glycosylation approach

  摘要：

  We describe the one-pot synthesis of core 2 class branched oligosaccharides initiated by chemo-selective glycosylation of silyl anther. Glycosylation of 6-O-silyl-4-benzyl-2-azido-thiogalactoside with glycosyl fluoride provided selectively 6-glycosylated thioglycoside without both O-glycosylation at the 3 position and S-glycosylation. Subsequent coupling of galactosyl fluoride and amino acids afforded the protected branched oligosaccharides in good yields. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.042