(E)-1-propen-1-yl-2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-4-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosiduronamide | 154491-00-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1-propen-1-yl-2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-4-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosiduronamide
• CAS: 154491-00-6
• 化学式: C₃₉H₅₃Cl₃N₄O₂₄
• 分子量: 1068.22
• InChiKey: SGSIGDRHQYZGGO-RRJPEYATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  70.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  376.02
• 氢给体数：
  4.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  (E)-1-propen-1-yl-2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-4-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosiduronamide 在 mercury dichloride 、 mercury(II) oxide 作用下， 以 水 、 丙酮 为溶剂， 反应 1.5h， 以76%的产率得到2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-4-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosiduronamide
  参考文献：
  名称：

  The first synthesis of a moenomycin-type transglycosylase inhibitor

  摘要：

  Starting from chitobiose octaacetate, D-galacturonic acid derivative 3, and D-glyceric acid derived building block 7, the moenomycin trisaccharide analogue 8c has been synthesized. 8c is an as active transglycosylase inhibitor as moenomycin A.

  DOI：

  10.1016/s0040-4020(01)81550-7
• 作为产物：
  描述：

  allyl 2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-4-O-(2,2,2-trichloroethoxycarbonyl)-3-O-carbamoyl-α-D-galactopyranosiduronamide 在 (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到(E)-1-propen-1-yl-2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-4-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosiduronamide
  参考文献：
  名称：

  The first synthesis of a moenomycin-type transglycosylase inhibitor

  摘要：

  Starting from chitobiose octaacetate, D-galacturonic acid derivative 3, and D-glyceric acid derived building block 7, the moenomycin trisaccharide analogue 8c has been synthesized. 8c is an as active transglycosylase inhibitor as moenomycin A.

  DOI：

  10.1016/s0040-4020(01)81550-7