allyl-2-O-(3,4,6-tri-O-acetyl-2-allyloxycarboylamino-2-deoxy-β-D-glucopyranosyl)-3,4-O-isopropyliden-α-D-galactopyranosiduronamide | 142544-03-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl-2-O-(3,4,6-tri-O-acetyl-2-allyloxycarboylamino-2-deoxy-β-D-glucopyranosyl)-3,4-O-isopropyliden-α-D-galactopyranosiduronamide
• 英文别名: [(2R,3S,4R,5R,6S)-6-[[(3aR,4S,6S,7R,7aS)-4-carbamoyl-2,2-dimethyl-6-prop-2-enoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]-3,4-diacetyloxy-5-(prop-2-enoxycarbonylamino)oxan-2-yl]methyl acetate
• CAS: 142544-03-4
• 化学式: C₂₈H₄₀N₂O₁₅
• 分子量: 644.63
• InChiKey: MZCKEPOVSMJAND-RXMNFJGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  45
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  216
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  1,3,4,6-tetra-O-acetyl-2-deoxy-2-(allyloxycarbonylamino)-β-D-glucopyranose 、 allyl (3,4-O-isopropylidene-α-D-galactopyranosid)uronamide 在 三氟甲磺酸三甲基硅酯 作用下， 以 硝基甲烷 为溶剂， 反应 22.0h， 以52%的产率得到allyl-2-O-(3,4,6-tri-O-acetyl-2-allyloxycarboylamino-2-deoxy-β-D-glucopyranosyl)-3,4-O-isopropyliden-α-D-galactopyranosiduronamide
  参考文献：
  名称：

  Glycosylations with tetra-O-acetyl-N-allyloxycarbonylamino-2-deoxy-β-D-glucose in polar solvents

  摘要：

  Glycosylations with the title compound were performed in dimethylformamide, acetonitrile, and nitromethane. The latter solvent was found to give good results whereas DMF caused 1-O-deacetylation.

  DOI：

  10.1016/s0040-4020(01)92269-0