2-O-benzyl 4-O-ethyl 5-methyl-3-propan-2-yl-3H-1,2-oxazole-2,4-dicarboxylate | 1144506-22-8

• 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: 2-O-benzyl 4-O-ethyl 5-methyl-3-propan-2-yl-3H-1,2-oxazole-2,4-dicarboxylate
• CAS: 1144506-22-8
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: KASLUJAEKSNZOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-O-benzyl 4-O-ethyl 5-methyl-3-propan-2-yl-3H-1,2-oxazole-2,4-dicarboxylate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以95%的产率得到
  参考文献：
  名称：

  A convenient synthesis of functionalized isoxazolines and related 5-hydroxyisoxazolidine-4-carboxylates

  摘要：

  The effectiveness of Sc(OTf)(3) as a Lewis acid catalyst for the 1,4-addition reaction of carbamates to appropriate 2-acetyl-2-pentenoic esters is herein reported. In particular, N-benzyl-(tert-butyldimethyl-silyloxy)carbamate added efficiently to the title substrates to afford a new class of polyfunctionalized isoxazolidines and isoxazolines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.071
• 作为产物：
  描述：

  benzyl (tert-butyldimethylsilyl)oxycarbamate 、 (Z)-2-Acetyl-4-methyl-pent-2-enoic acid ethyl ester 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 8.0h， 生成 2-O-benzyl 4-O-ethyl 5-methyl-3-propan-2-yl-3H-1,2-oxazole-2,4-dicarboxylate
  参考文献：
  名称：

  A convenient synthesis of functionalized isoxazolines and related 5-hydroxyisoxazolidine-4-carboxylates

  摘要：

  The effectiveness of Sc(OTf)(3) as a Lewis acid catalyst for the 1,4-addition reaction of carbamates to appropriate 2-acetyl-2-pentenoic esters is herein reported. In particular, N-benzyl-(tert-butyldimethyl-silyloxy)carbamate added efficiently to the title substrates to afford a new class of polyfunctionalized isoxazolidines and isoxazolines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.071

文献信息

• A convenient synthesis of functionalized isoxazolines and related 5-hydroxyisoxazolidine-4-carboxylates
  作者：Fides Benfatti、Giuliana Cardillo、Simone Contaldi、Luca Gentilucci、Elisa Mosconi、Alessandra Tolomelli、Eusebio Juaristi、Gloria Reyes-Rangel

  DOI：10.1016/j.tet.2009.01.071

  日期：2009.3

  The effectiveness of Sc(OTf)(3) as a Lewis acid catalyst for the 1,4-addition reaction of carbamates to appropriate 2-acetyl-2-pentenoic esters is herein reported. In particular, N-benzyl-(tert-butyldimethyl-silyloxy)carbamate added efficiently to the title substrates to afford a new class of polyfunctionalized isoxazolidines and isoxazolines. (C) 2009 Elsevier Ltd. All rights reserved.