methyl 4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside | 137333-02-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: methyl 4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside
• 英文别名: [(2R,3R,4R,6S)-6-methoxy-4-[(2S,4S,5R,6S)-5-methoxy-4,6-dimethyl-4-nitrooxan-2-yl]oxy-2-methyloxan-3-yl] 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate
• CAS: 137333-02-9
• 化学式: C₂₄H₃₃Cl₂NO₁₁
• 分子量: 582.432
• InChiKey: VNPMQSKJFNGPDO-CUHBSRGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  148
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl 4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside 在 ammonium hydroxide 、 aluminum amalgam 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 methyl 3-O-(3-acetamido-2,3,6-trideoxy-3-C-methyl-4-O-methyl-α-L-arabino-hexopyranosyl)-4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-2,6-dideoxy-α-D-arabino-hexopyranoside
  参考文献：
  名称：

  Stereoselective .alpha.-glycosylation of nitro sugar evernitrose: synthesis of the terminal AB unit of everninomicin antibiotics

  摘要：

  DOI：

  10.1021/jo00025a034
• 作为产物：
  描述：

  methyl 4-O-(4-benzyloxy-3,5-dichloro-2-methoxy-6-methylbenzoyl)-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 various solvent(s) 为溶剂， 反应 1.0h， 以85%的产率得到methyl 4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-3-O-(2,3,6-trideoxy-3-C-methyl-4-O-methyl-3-nitro-α-L-arabino-hexopyranosyl)-2,6-dideoxy-α-D-arabino-hexopyranoside
  参考文献：
  名称：

  Stereoselective .alpha.-glycosylation of nitro sugar evernitrose: synthesis of the terminal AB unit of everninomicin antibiotics

  摘要：

  DOI：

  10.1021/jo00025a034