Acetic acid (S)-5-oxo-4-pentanoyl-tetrahydro-furan-3-ylmethyl ester | 160409-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: Acetic acid (S)-5-oxo-4-pentanoyl-tetrahydro-furan-3-ylmethyl ester
• CAS: 160409-76-7
• 化学式: C₁₂H₁₈O₅
• 分子量: 242.272
• InChiKey: SHLHYRZHXXLMKN-FTNKSUMCSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (S)-5-oxo-4-pentanoyl-tetrahydro-furan-3-ylmethyl ester 在 正丁醇 作用下， 以 异丙醚 为溶剂， 反应 3.0h， 生成 (R)-4-Hydroxymethyl-3-pentanoyl-dihydro-furan-2-one 、 (S)-4-Hydroxymethyl-3-pentanoyl-dihydro-furan-2-one
  参考文献：
  名称：

  Enzymatic resolution of 2-acyl-3-hydroxymethyl-4-butanolide and preparation of optically active IM-2, the autoregulator from Streptomyces sp. FRI-5

  摘要：

  Racemic 2-acyl-3-hydroxymethyl-4-butanolides were resolved through a lipase-catalyzed acylation with acetic anhydride. Optically active forms of 2-butyryl-3-hydroxymethyl-4-butanolide 14 obtained were used to prepare enantiomers of IM-2 10, the autoregulator from Streptomyces sp. FRI-5. The absolute configuration of IM-2 was deduced to be (2R,3R,6R).

  DOI：

  10.1016/s0040-4020(01)85697-0
• 作为产物：
  描述：

  4-Hydroxymethyl-3-pentanoyl-dihydro-furan-2-one 在 乙酸酐 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 (R)-4-Hydroxymethyl-3-pentanoyl-dihydro-furan-2-one 、 (S)-4-Hydroxymethyl-3-pentanoyl-dihydro-furan-2-one 、 Acetic acid (R)-5-oxo-4-pentanoyl-tetrahydro-furan-3-ylmethyl ester 、 Acetic acid (S)-5-oxo-4-pentanoyl-tetrahydro-furan-3-ylmethyl ester
  参考文献：
  名称：

  Enzymatic resolution of 2-acyl-3-hydroxymethyl-4-butanolide and preparation of optically active IM-2, the autoregulator from Streptomyces sp. FRI-5

  摘要：

  Racemic 2-acyl-3-hydroxymethyl-4-butanolides were resolved through a lipase-catalyzed acylation with acetic anhydride. Optically active forms of 2-butyryl-3-hydroxymethyl-4-butanolide 14 obtained were used to prepare enantiomers of IM-2 10, the autoregulator from Streptomyces sp. FRI-5. The absolute configuration of IM-2 was deduced to be (2R,3R,6R).

  DOI：

  10.1016/s0040-4020(01)85697-0