p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside | 1400906-91-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside
• 英文别名: (2R,3R,4S,5R,6S)-2-ethenyl-6-(4-methylphenyl)sulfanyl-3,4,5-tris(phenylmethoxy)oxane
• CAS: 1400906-91-3
• 化学式: C₃₅H₃₆O₄S
• 分子量: 552.734
• InChiKey: KBIDSJSMRJRADC-KJQSSVQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  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 、 copper acetylacetonate 、 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 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 16.58h， 生成 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：

  ((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol 在 正丁基锂 、 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 p-tolyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1-thio-β-D-glucohept-6-enopyranoside
  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.