Methyl benzoyloxy-4-oxopentanoate | 152321-89-6

• 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: Methyl benzoyloxy-4-oxopentanoate
• 英文别名: (1-Methoxy-1,4-dioxopentan-3-yl) benzoate
• CAS: 152321-89-6
• 化学式: C₁₃H₁₄O₅
• 分子量: 250.251
• InChiKey: NPLPWXGTQLNZPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl benzoyloxy-4-oxopentanoate 在 盐酸 、 氨 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 108.0h， 生成 (S)-(+)-β-angelica lactone
  参考文献：
  名称：

  Stereocontrolled synthesis of the 4-hydroxy-5-methyl-2(3H)-dihydrofuranone isomers

  摘要：

  A synthesis of all four stereoisomers of 4-hydroxy-5-methyl-2(3H)-dihydrofuranone was achieved in 6 or 7 steps with an overall yield of 19% to 23% from a common starting material. The source of chirality being derived from stereoselective bakers' yeast reductions of carbonyl groups.

  DOI：

  10.1016/s0040-4020(01)85744-6
• 作为产物：
  描述：

  3-(2-Methyl-[1,3]dithiolan-2-yl)-3-oxo-propionic acid methyl ester 在 吡啶 、 sodium tetrahydroborate 作用下， 以 乙醇 、 苯 为溶剂， 反应 62.0h， 生成 Methyl benzoyloxy-4-oxopentanoate
  参考文献：
  名称：

  Stereocontrolled synthesis of the 4-hydroxy-5-methyl-2(3H)-dihydrofuranone isomers

  摘要：

  A synthesis of all four stereoisomers of 4-hydroxy-5-methyl-2(3H)-dihydrofuranone was achieved in 6 or 7 steps with an overall yield of 19% to 23% from a common starting material. The source of chirality being derived from stereoselective bakers' yeast reductions of carbonyl groups.

  DOI：

  10.1016/s0040-4020(01)85744-6

文献信息

• Stereocontrolled synthesis of the 4-hydroxy-5-methyl-2(3H)-dihydrofuranone isomers
  作者：Carlos A.M. Afonso、M.Teresa Barros、Licio S. Godinho、Christopher D. Maycock

  DOI：10.1016/s0040-4020(01)85744-6

  日期：1993.1

  A synthesis of all four stereoisomers of 4-hydroxy-5-methyl-2(3H)-dihydrofuranone was achieved in 6 or 7 steps with an overall yield of 19% to 23% from a common starting material. The source of chirality being derived from stereoselective bakers' yeast reductions of carbonyl groups.