3,4-bis((S)-1-((S)-4,5-dihydro-4-phenyloxazol-2-yl)-2-methylpropylamino)cyclobut-3-ene-1,2-dione | 1620902-51-3

• 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: 3,4-bis((S)-1-((S)-4,5-dihydro-4-phenyloxazol-2-yl)-2-methylpropylamino)cyclobut-3-ene-1,2-dione
• CAS: 1620902-51-3
• 化学式: C₃₀H₃₄N₄O₄
• 分子量: 514.624
• InChiKey: VJODHJIQODZRFU-LWSSLDFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  101.38
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  (1S)-2-methyl-1-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propylamine 、 3,4-二甲氧基-3-环丁烯-1,2-二酮 以 甲醇 为溶剂， 反应 4.0h， 以74%的产率得到3,4-bis((S)-1-((S)-4,5-dihydro-4-phenyloxazol-2-yl)-2-methylpropylamino)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Enantioselective Friedel–Crafts alkylation of indoles with β,γ-unsaturated α-ketoesters catalyzed by new squaramide-linked bisoxazoline–Zn(OTf)2 complexes

  摘要：

  Enantioselective Friedel-Crafts alkylation reactions of indoles with beta,gamma-unsaturated alpha-ketoesters catalyzed by novel chiral C-2-symmetric squaramide-linked bisoxazoline-Zn(OTf)(2) complexes were investigated. The corresponding indole ketoesters were obtained in good to excellent yields (up to 98%) and with high enantioselectivities (up to 94% ee). This is the first report on the use of chiral squaramide-linked bisoxazoline SQBOX in a catalytic enanitioselective Friedel-Crafts alkylation reaction. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.05.011
• 作为试剂：
  描述：

  1-甲基吲哚 、 methyl 4-phenyl-2-oxo-3-butenoate 在 3,4-bis((S)-1-((S)-4,5-dihydro-4-phenyloxazol-2-yl)-2-methylpropylamino)cyclobut-3-ene-1,2-dione 、 zinc trifluoromethanesulfonate 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 8.0h， 以32%的产率得到
  参考文献：
  名称：

  Enantioselective Friedel–Crafts alkylation of indoles with β,γ-unsaturated α-ketoesters catalyzed by new squaramide-linked bisoxazoline–Zn(OTf)2 complexes

  摘要：

  Enantioselective Friedel-Crafts alkylation reactions of indoles with beta,gamma-unsaturated alpha-ketoesters catalyzed by novel chiral C-2-symmetric squaramide-linked bisoxazoline-Zn(OTf)(2) complexes were investigated. The corresponding indole ketoesters were obtained in good to excellent yields (up to 98%) and with high enantioselectivities (up to 94% ee). This is the first report on the use of chiral squaramide-linked bisoxazoline SQBOX in a catalytic enanitioselective Friedel-Crafts alkylation reaction. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.05.011