methyl 4-((1R,4S,4'S,8R)-2-(tert-butyldimethylsilyloxy)-5'-oxo-3-(2-oxoethyl)-2'-phenyl-5'Hspiro[bicyclo[2.2.2]oct[2]ene-7,4'-oxazole]-8-yl)benzoate | 1392201-53-4

• 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 4-((1R,4S,4'S,8R)-2-(tert-butyldimethylsilyloxy)-5'-oxo-3-(2-oxoethyl)-2'-phenyl-5'Hspiro[bicyclo[2.2.2]oct[2]ene-7,4'-oxazole]-8-yl)benzoate
• 英文别名: methyl 4-[(1'S,2'R,4S,4'R)-5'-[tert-butyl(dimethyl)silyl]oxy-5-oxo-6'-(2-oxoethyl)-2-phenylspiro[1,3-oxazole-4,3'-bicyclo[2.2.2]oct-5-ene]-2'-yl]benzoate
• CAS: 1392201-53-4
• 化学式: C₃₂H₃₇NO₆Si
• 分子量: 559.734
• InChiKey: BJSAIZBKRITUGP-YZONCWGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  91.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-2-[2-(tert-butyldimethylsilyloxy)cyclohex-2-enylidene]acetaldehyde 、 4-[5-Oxo-2-phenyl-oxazol-(4E)-ylidenemethyl]-benzoic acid methyl ester 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 苯甲酸 作用下， 以 氘代氯仿 为溶剂， 反应 48.0h， 生成 methyl 4-(-2-(tert-butyldimethylsilyloxy)-5'-oxo-3-(2-oxoethyl)-2'-phenyl-5'Hspiro[bicyclo[2.2.2]oct[2]ene-7,4'-oxazole]-8-yl)benzoate 、 methyl 4-((1R,4S,4'S,8R)-2-(tert-butyldimethylsilyloxy)-5'-oxo-3-(2-oxoethyl)-2'-phenyl-5'Hspiro[bicyclo[2.2.2]oct[2]ene-7,4'-oxazole]-8-yl)benzoate
  参考文献：
  名称：

  Cross-trienamines in Asymmetric Organocatalysis

  摘要：

  Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and gamma'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.

  DOI：

  10.1021/ja3068269

文献信息

• Cross-trienamines in Asymmetric Organocatalysis
  作者：Kim Søholm Halskov、Tore Kiilerich Johansen、Rebecca L. Davis、Marianne Steurer、Frank Jensen、Karl Anker Jørgensen

  DOI：10.1021/ja3068269

  日期：2012.8.8

  Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and gamma'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.