methyl β-D-galactofuranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside | 918299-99-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl β-D-galactofuranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• 英文别名: Galf(b1-6)[Bn(-2)][Bn(-3)][Bn(-4)]a-Glc1Me；(2S,3R,4R,5R)-2-[(1R)-1,2-dihydroxyethyl]-5-[[(2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy]oxolane-3,4-diol
• CAS: 918299-99-7
• 化学式: C₃₄H₄₂O₁₁
• 分子量: 626.701
• InChiKey: ZVAWQEPUYVOMJV-IUTRMQRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  45
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl β-D-galactofuranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 在 palladium diacetate 氢气 、 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 72.0h， 以97%的产率得到methyl β-D-galactofuranosyl-(1->6)-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of galactofuranose-containing disaccharides using thioimidoyl-type donors

  摘要：

  Four galactofuranose-containing disaccharides have been prepared utilising various thioimidates [Galf-SC(=NR)XR'] and suitably protected acceptors as key precursors. We observed that the efficiency of the coupling reactions was particularly dependent on the aglycon present on the furanosyl donor when copper(II) ions were used as the promoter, and that activation could be correlated with the nature of the third heteroatorn, X. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.001
• 作为产物：
  描述：

  methyl 6-O-(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以124 mg的产率得到methyl β-D-galactofuranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of galactofuranose-containing disaccharides using thioimidoyl-type donors

  摘要：

  Four galactofuranose-containing disaccharides have been prepared utilising various thioimidates [Galf-SC(=NR)XR'] and suitably protected acceptors as key precursors. We observed that the efficiency of the coupling reactions was particularly dependent on the aglycon present on the furanosyl donor when copper(II) ions were used as the promoter, and that activation could be correlated with the nature of the third heteroatorn, X. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.001

文献信息

• Synthesis of galactofuranose-containing disaccharides using thioimidoyl-type donors
  作者：Ronan Euzen、Vincent Ferrières、Daniel Plusquellec

  DOI：10.1016/j.carres.2006.10.001

  日期：2006.12

  Four galactofuranose-containing disaccharides have been prepared utilising various thioimidates [Galf-SC(=NR)XR'] and suitably protected acceptors as key precursors. We observed that the efficiency of the coupling reactions was particularly dependent on the aglycon present on the furanosyl donor when copper(II) ions were used as the promoter, and that activation could be correlated with the nature of the third heteroatorn, X. (c) 2006 Elsevier Ltd. All rights reserved.