(1'S,2R,3'R,3a'S,5'R,7a'R)-methyl 1'-(4-chlorophenyl)-5,7'-dioxo-5'-(phenylthio)-decahydro-3H-spiro[furan-2,4'-isoindole]-3'-carboxylate | 1431319-01-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1'S,2R,3'R,3a'S,5'R,7a'R)-methyl 1'-(4-chlorophenyl)-5,7'-dioxo-5'-(phenylthio)-decahydro-3H-spiro[furan-2,4'-isoindole]-3'-carboxylate
• 英文别名: methyl (1R,3S,3aR,6R,7R,7aS)-3-(4-chlorophenyl)-4,5'-dioxo-6-phenylsulfanylspiro[2,3,3a,5,6,7a-hexahydro-1H-isoindole-7,2'-oxolane]-1-carboxylate
• CAS: 1431319-01-5
• 化学式: C₂₅H₂₄ClNO₅S
• 分子量: 485.988
• InChiKey: ONYIZJPNSYSNTK-PWBTVLIOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (1'S,2S,3'R,3a'S,7a'R)-methyl 1'-(4-chlorophenyl)-5,7'-dioxo-1',2',3',3a',4,5,7',7a'-octahydro-3H-spiro[furan-2,4'-isoindole]-3'-carboxylate 、 苯硫酚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以92%的产率得到(1'S,2R,3'R,3a'S,5'R,7a'R)-methyl 1'-(4-chlorophenyl)-5,7'-dioxo-5'-(phenylthio)-decahydro-3H-spiro[furan-2,4'-isoindole]-3'-carboxylate
  参考文献：
  名称：

  Silver-Catalyzed Enantioselective Desymmetrization: Facile Access to Spirolactone-Pyrrolidines Containing a Spiro Quaternary Stereogenic Center

  摘要：

  An unprecedented Ag(I)-catalyzed asymmetric desymmetrization of Spiro cyclohexadienone lactones has been developed successfully, which performs well over a broad scope of substrates and provides a facile access to optically active spirolactone-pyrrolidines in high yields with excellent levels of diastereo-/enantioselectivities.

  DOI：

  10.1021/ol400821q

文献信息

• Silver-Catalyzed Enantioselective Desymmetrization: Facile Access to Spirolactone-Pyrrolidines Containing a Spiro Quaternary Stereogenic Center
  作者：Kang Liu、Huai-Long Teng、Lu Yao、Hai-Yan Tao、Chun-Jiang Wang

  DOI：10.1021/ol400821q

  日期：2013.5.3

  An unprecedented Ag(I)-catalyzed asymmetric desymmetrization of Spiro cyclohexadienone lactones has been developed successfully, which performs well over a broad scope of substrates and provides a facile access to optically active spirolactone-pyrrolidines in high yields with excellent levels of diastereo-/enantioselectivities.