methyl 2-O-benzoyl-β-L-rhamnopyranoside | 1327154-68-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-O-benzoyl-β-L-rhamnopyranoside
• 英文别名: [(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-methoxy-6-methyloxan-3-yl] benzoate
• CAS: 1327154-68-6
• 化学式: C₁₄H₁₈O₆
• 分子量: 282.293
• InChiKey: WJPDVYLRKICOIW-BFHMOWAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 (2S,3R,4R,5R,6S)-2-Methoxy-6-methyl-tetrahydro-pyran-3,4,5-triol 在 2,4,6-三甲基吡啶 、 bis(acetylacetonato)dioxidomolybdenum(VI) 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以76%的产率得到methyl 2-O-benzoyl-β-L-rhamnopyranoside
  参考文献：
  名称：

  Regioselective Benzoylation of Glycopyranosides by Benzoyl Chloride in the Presence of MoO₂(acac)₂

  摘要：

  Benzoylation of methyl and benzyl glycopyranosides by benzoyl chloride in the presence of MoO2(acac)(2) as a catalyst resulted in 3-benzoates with good yield and high regioselectivity. Simple synthesis of the monobenzoates of some glycopyranosides is suggested.

  DOI：

  10.1080/07328303.2010.549258

文献信息

• Regioselective Benzoylation of Glycopyranosides by Benzoyl Chloride in the Presence of MoO₂(acac)₂
  作者：E. V. Evtushenko

  DOI：10.1080/07328303.2010.549258

  日期：2010.11.1

  Benzoylation of methyl and benzyl glycopyranosides by benzoyl chloride in the presence of MoO2(acac)(2) as a catalyst resulted in 3-benzoates with good yield and high regioselectivity. Simple synthesis of the monobenzoates of some glycopyranosides is suggested.