Benzoic acid (3aR,4R,6aR)-2-oxo-hexahydro-furo[3,4-b]furan-4-ylmethyl ester | 143061-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzoic acid (3aR,4R,6aR)-2-oxo-hexahydro-furo[3,4-b]furan-4-ylmethyl ester
• 英文别名: [(3aR,4R,6aR)-2-oxo-3a,4,6,6a-tetrahydro-3H-furo[2,3-c]furan-4-yl]methyl benzoate
• CAS: 143061-70-5
• 化学式: C₁₄H₁₄O₅
• 分子量: 262.262
• InChiKey: NIRQJZCDIDRTLO-WOPDTQHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Benzoic acid (R)-2-hydroxy-2-((2R,3R)-2-hydroxymethyl-5-oxo-tetrahydro-furan-3-yl)-ethyl ester 、 对甲苯磺酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 20.0h， 以88%的产率得到Benzoic acid (R)-2-hydroxy-2-[(2R,3R)-5-oxo-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-ethyl ester
  参考文献：
  名称：

  Stereospecific Synthesis of Intermediates for 11-Aza-11-deoxy and 11-Azaprostaglandin Analogues from L-Arabinose

  摘要：

  The syntheses of chiral synthons for 11-aza-11-deoxy and 11-azaprostanoids are described. The key intermediate in both routes was 5-O-benzoyl-3C-(carboxymethyl-2,3--gamma-lactone)-3-deoxy-alpha-L-lyxo-furanose which is readily available from L-arabinose.

  DOI：

  10.1080/00397919208021312

文献信息

• Stereospecific Synthesis of Intermediates for 11-Aza-11-deoxy and 11-Azaprostaglandin Analogues from L-Arabinose
  作者：Verdoorn、Holzapfel、Braithwaite、Von Platen

  DOI：10.1080/00397919208021312

  日期：1992.7

  The syntheses of chiral synthons for 11-aza-11-deoxy and 11-azaprostanoids are described. The key intermediate in both routes was 5-O-benzoyl-3C-(carboxymethyl-2,3--gamma-lactone)-3-deoxy-alpha-L-lyxo-furanose which is readily available from L-arabinose.