1-p-tolyl-2,3,4-tri-O-benzyl-8-deoxy-8-diazo-1-thio-β-D-glucooctopyrano-7-ulose | 1400906-86-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-p-tolyl-2,3,4-tri-O-benzyl-8-deoxy-8-diazo-1-thio-β-D-glucooctopyrano-7-ulose
• 英文别名: 1-diazo-3-[(2R,3R,4S,5R,6S)-6-(4-methylphenyl)sulfanyl-3,4,5-tris(phenylmethoxy)oxan-2-yl]propan-2-one
• CAS: 1400906-86-6
• 化学式: C₃₆H₃₆N₂O₅S
• 分子量: 608.758
• InChiKey: ZRGCAJQUESRJDA-GJXDWMKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-p-tolyl-2,3,4-tri-O-benzyl-8-deoxy-8-diazo-1-thio-β-D-glucooctopyrano-7-ulose 在 copper acetylacetonate 作用下， 以 甲醇 为溶剂， 反应 0.08h， 以64%的产率得到p-tolyl-2,3,4-tri-O-benzyl-8-methyl-1-thio-β-D-glucooctopyrano-7-ulose
  参考文献：
  名称：

  Study on Metal-Induced Reactions of α-Diazocarbonyl Glucosides

  摘要：

  Conversions of diazocarbonyl carbohydrate compounds catalyzed by a series of rhodium and copper catalysts in conventional heating or microwave conditions were investigated. C-H insertion product was obtained in the presence of Rh-2(OAc)(4). Intermolecular reactions rather than intramolecular reactions occurred in the presence of copper catalysts.

  DOI：

  10.1021/jo300986c
• 作为产物：
  描述：

  p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside 在 2,6-二甲基吡啶 、 草酰氯 、 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 双氧水 、 9-硼双环[3.3.1]壬烷 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 16.5h， 生成 1-p-tolyl-2,3,4-tri-O-benzyl-8-deoxy-8-diazo-1-thio-β-D-glucooctopyrano-7-ulose 、 p-tolyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucoheptopyranoside 7-methanate
  参考文献：
  名称：

  Study on Metal-Induced Reactions of α-Diazocarbonyl Glucosides

  摘要：

  Conversions of diazocarbonyl carbohydrate compounds catalyzed by a series of rhodium and copper catalysts in conventional heating or microwave conditions were investigated. C-H insertion product was obtained in the presence of Rh-2(OAc)(4). Intermolecular reactions rather than intramolecular reactions occurred in the presence of copper catalysts.

  DOI：

  10.1021/jo300986c

文献信息

• Study on Metal-Induced Reactions of α-Diazocarbonyl Glucosides
  作者：Zhu Guan、Li-He Zhang、Pierre Sinaÿ、Yongmin Zhang

  DOI：10.1021/jo300986c

  日期：2012.10.19

  Conversions of diazocarbonyl carbohydrate compounds catalyzed by a series of rhodium and copper catalysts in conventional heating or microwave conditions were investigated. C-H insertion product was obtained in the presence of Rh-2(OAc)(4). Intermolecular reactions rather than intramolecular reactions occurred in the presence of copper catalysts.