Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(naphthalen-1-yloxy)-3,6-dihydro-2H-pyran-3-yl ester | 1026040-12-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(naphthalen-1-yloxy)-3,6-dihydro-2H-pyran-3-yl ester
• 英文别名: [(2R,3S,6R)-3-acetyloxy-6-naphthalen-1-yloxy-3,6-dihydro-2H-pyran-2-yl]methyl acetate
• CAS: 1026040-12-9
• 化学式: C₂₀H₂₀O₆
• 分子量: 356.375
• InChiKey: HLEZQCPLCKTHLR-ZCNNSNEGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(naphthalen-1-yloxy)-3,6-dihydro-2H-pyran-3-yl ester 在 sodium hydroxide 、 sodium methylate 、 叔丁胺氢溴酸盐 、 氯化苄 作用下， 生成 [(1R,13R,15R,16S)-16-acetyloxy-12,14-dioxatetracyclo[11.3.1.02,11.05,10]heptadeca-2(11),3,5,7,9-pentaen-15-yl]methyl acetate
  参考文献：
  名称：

  An Easy and Efficient Preparation of Aryl α-O-Δ²−Glycosides

  摘要：

  Ferrier reaction between acetylglycals and p-NO2, m-NO2 and p-t-butylphenol after recrystallization gave aryl O-Delta(2)-glycosides as the pure a anomers. Deacetylation of these compounds and benzylation of the crude diol led to the corresponding aryl alpha-O-Delta(2)-4,6-di-O-benzylglycosides in large amounts.

  DOI：

  10.1080/00397919508011424
• 作为产物：
  描述：

  乙酰化葡萄烯糖 以 氯苯 为溶剂， 反应 30.0h， 生成 Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(naphthalen-1-yloxy)-3,6-dihydro-2H-pyran-3-yl ester
  参考文献：
  名称：

  An Easy and Efficient Preparation of Aryl α-O-Δ²−Glycosides

  摘要：

  Ferrier reaction between acetylglycals and p-NO2, m-NO2 and p-t-butylphenol after recrystallization gave aryl O-Delta(2)-glycosides as the pure a anomers. Deacetylation of these compounds and benzylation of the crude diol led to the corresponding aryl alpha-O-Delta(2)-4,6-di-O-benzylglycosides in large amounts.

  DOI：

  10.1080/00397919508011424