methyl (2R,3S)-2-propyl-5-oxo-tetrahydrofuran-3-carboxylate | 1199942-05-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: methyl (2R,3S)-2-propyl-5-oxo-tetrahydrofuran-3-carboxylate
• 英文别名: methyl (2R,3S)-5-oxo-2-propyloxolane-3-carboxylate
• CAS: 1199942-05-6
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: FAOXKZACPUIHPR-NKWVEPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  butanoyl succinate de methyle 在 ruthenium trichloride 、 氢气 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 作用下， 以 甲醇 为溶剂， 60.0 ℃ 、4.05 MPa 条件下， 反应 6.0h， 以115.5 mg的产率得到methyl (2R,3S)-2-propyl-5-oxo-tetrahydrofuran-3-carboxylate
  参考文献：
  名称：

  A concise synthesis of highly enantiomerically enriched 2-alkylparaconic acid esters via ruthenium-catalyzed asymmetric hydrogenation of acylsuccinates

  摘要：

  The catalytic asymmetric hydrogenation of acylsuccinates using RuCl3 as a precalalyst and atropisomeric diphosphines as chiral auxiliaries allows the synthesis of optically active 2-alkylparaconic acid esters in preparative yields with enantioselectivities up to 99.5% ee. (C) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.09.006

文献信息

• A concise synthesis of highly enantiomerically enriched 2-alkylparaconic acid esters via ruthenium-catalyzed asymmetric hydrogenation of acylsuccinates
  作者：Olga V. Turova、Eugenia V. Starodubtseva、Maxim G. Vinogradov、Vladimir A. Ferapontov、Marina I. Struchkova

  DOI：10.1016/j.tetasy.2009.09.006

  日期：2009.9

  The catalytic asymmetric hydrogenation of acylsuccinates using RuCl3 as a precalalyst and atropisomeric diphosphines as chiral auxiliaries allows the synthesis of optically active 2-alkylparaconic acid esters in preparative yields with enantioselectivities up to 99.5% ee. (C) 2009 Elsevier Ltd All rights reserved