O-{(1S)-[3-(2,3,6-trimethyl-phenyl)-isoxazol-5-yl]-ethyl}-hydroxylamine | 782450-79-7

• 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: O-{(1S)-[3-(2,3,6-trimethyl-phenyl)-isoxazol-5-yl]-ethyl}-hydroxylamine
• 英文别名: O-[(1S)-1-[3-(2,4,6-trimethylphenyl)-1,2-oxazol-5-yl]ethyl]hydroxylamine
• CAS: 782450-79-7
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: WSHNBVUULGPLHM-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.3
• 氢给体数：
  1
• 氢受体数：
  4

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(E,2R,3R)-2,4-dimethyl-3-phenylmethoxy-N-[(1S)-1-[3-(2,4,6-trimethylphenyl)-1,2-oxazol-5-yl]ethoxy]pentan-1-imine	——	C28H36N2O3	448.605
  ——	(E)-4-(2,3-diethyl-7,8-dihydro-5H-1,6-naphthyridin-6-yl)-N-[(1S)-1-[3-(2,4,6-trimethylphenyl)-1,2-oxazol-5-yl]ethoxy]butan-2-imine	——	C30H40N4O2	488.673
  ——	4-{(E)-(S)-1-[3-(2,4,6-Trimethyl-phenyl)-isoxazol-5-yl]-ethoxyimino}-pentanoic acid (2R,3S,6S)-6-phenylethynyl-3-p-tolyloxy-3,6-dihydro-2H-pyran-2-ylmethyl ester	——	C40H42N2O6	646.783
  ——	4-{(E)-(S)-1-[3-(2,4,6-Trimethyl-phenyl)-isoxazol-5-yl]-ethoxyimino}-pentanoic acid (2R,3S,6S)-3-(4-methoxy-phenoxy)-6-phenyl-3,6-dihydro-2H-pyran-2-ylmethyl ester	——	C38H42N2O7	638.761
  ——	(E)-4-(2,3-diphenyl-7,8-dihydro-5H-1,6-naphthyridin-6-yl)-N-[(1S)-1-[3-(2,4,6-trimethylphenyl)-1,2-oxazol-5-yl]ethoxy]butan-2-imine	——	C38H40N4O2	584.761

反应信息

• 作为反应物：
  描述：

  O-{(1S)-[3-(2,3,6-trimethyl-phenyl)-isoxazol-5-yl]-ethyl}-hydroxylamine 、 (3aR,5aR,8R,9S,9aS,9bS)-2-ethyl-octahydro-8,9-dihydroxy-2H-benzo[e]isoindole-1,3,6(9bH)-trione 在 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 (3aR,5aR,8R,9S,9aS,9bS)-2-Ethyl-8,9-dihydroxy-octahydro-benzo[e]isoindole-1,3,6-trione 6-(O-{(S)-1-[3-(2,4,6-trimethyl-phenyl)-isoxazol-5-yl]-ethyl}-oxime)
  参考文献：
  名称：

  Convergent Synthesis of a Complex Oxime Library Using Chemical Domain Shuffling

  摘要：

  yThe synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.

  DOI：

  10.1021/ol051023r
• 作为产物：
  描述：

  2-{(S)-1-[3-(2,4,6-Trimethyl-phenyl)-isoxazol-5-yl]-ethoxy}-isoindole-1,3-dione 在 PS-diethylenetriamine 作用下， 以 二氯甲烷 为溶剂， 生成 O-{(1S)-[3-(2,3,6-trimethyl-phenyl)-isoxazol-5-yl]-ethyl}-hydroxylamine
  参考文献：
  名称：

  Convergent Synthesis of a Complex Oxime Library Using Chemical Domain Shuffling

  摘要：

  yThe synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.

  DOI：

  10.1021/ol051023r

文献信息

• Synthesis of complex alkoxyamines using a polymer-supported N-hydroxyphthalimide
  作者：Shun Su、Joshua R. Giguere、Scott E. Schaus、John A. Porco

  DOI：10.1016/j.tet.2004.05.109

  日期：2004.9

  The synthesis of a polymer-supported N-hydroxyphthalimide is described. The polystyrene-bound N-hydroxyphthalimide resin 1 has been used to prepare complex alkoxyamines exhibiting both stereochemical and positional diversity. Methods for efficient condensation of complex alkoxyamines with aldehydes and ketones are also outlined.

  描述了聚合物负载的N-羟基邻苯二甲酰亚胺的合成。聚苯乙烯结合的N-羟基邻苯二甲酰亚胺树脂1已经用于制备同时显示立体化学和位置多样性的复杂烷氧基胺。还概述了有效地使复杂的烷氧基胺与醛和酮缩合的方法。
• Convergent Synthesis of a Complex Oxime Library Using Chemical Domain Shuffling
  作者：Shun Su、Dayle E. Acquilano、Jeevanandam Arumugasamy、Aaron B. Beeler、Erin L. Eastwood、Joshua R. Giguere、Ping Lan、Xiaoguang Lei、Geanna K. Min、Adam R. Yeager、Ya Zhou、James S. Panek、John K. Snyder、Scott E. Schaus、John A. Porco

  DOI：10.1021/ol051023r

  日期：2005.6.1

  yThe synthesis of a complex hybrid oxime library is reported utilizing convergent ligation of alkoxyamine and carbonyl monomers via "chemical domain shuffling". Initial biological screening of the library against human small cell lung carcinoma (A549) cells led to the identification of a novel hybrid dimer in contrast to the corresponding monomeric compounds which were found to be inactive.