(S)-5-benzyl-2-tert-butyl-2,3-dimethyl-2,3-dihydro-imidazol-4-one-1-oxide | 912672-80-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-5-benzyl-2-tert-butyl-2,3-dimethyl-2,3-dihydro-imidazol-4-one-1-oxide
• 英文别名: (2R)-5-benzyl-2-tert-butyl-2,3-dimethyl-1-oxidoimidazol-1-ium-4-one
• CAS: 912672-80-1
• 化学式: C₁₆H₂₂N₂O₂
• 分子量: 274.363
• InChiKey: OFFQOOBXPWPYPY-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-5-benzyl-2-tert-butyl-2,3-dimethyl-2,3-dihydro-imidazol-4-one-1-oxide 、 4-甲氧基苯基溴化镁 以 四氢呋喃 为溶剂， 以64%的产率得到(2R,5R)-5-benzyl-2-tert-butyl-1-hydroxy-5-(p-methoxyphenyl)-2,3-dimethylimidazolidin-4-one
  参考文献：
  名称：

  New chiral nitrones as precursors of α,α-disubstituted amino-acids, according to the SRS principle

  摘要：

  The preparation of new enantiopure cyclic nitrones based on the 1-oxy-2,3-dihydro-imidazol-4-one ring is described. The addition of arylmagnesium or alkynylzinc reagents to these nitrones can be achieved with total enantio- and diastereoselectivity, leading to alpha,alpha-disubstituted amino-acid precursors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.06.046
• 作为产物：
  描述：

  (S)-(+)-2-氨基-N-甲基-3-苯基丙酰胺盐酸盐 在 4 A molecular sieve 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (S)-5-benzyl-2-tert-butyl-2,3-dimethyl-2,3-dihydro-imidazol-4-one-1-oxide
  参考文献：
  名称：

  New chiral nitrones as precursors of α,α-disubstituted amino-acids, according to the SRS principle

  摘要：

  The preparation of new enantiopure cyclic nitrones based on the 1-oxy-2,3-dihydro-imidazol-4-one ring is described. The addition of arylmagnesium or alkynylzinc reagents to these nitrones can be achieved with total enantio- and diastereoselectivity, leading to alpha,alpha-disubstituted amino-acid precursors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.06.046

文献信息

• New chiral nitrones as precursors of α,α-disubstituted amino-acids, according to the SRS principle
  作者：Astrid Pernet-Poil-Chevrier、Frédéric Cantagrel、Karel Le Jeune、Christian Philouze、Pierre Yves Chavant

  DOI：10.1016/j.tetasy.2006.06.046

  日期：2006.8

  The preparation of new enantiopure cyclic nitrones based on the 1-oxy-2,3-dihydro-imidazol-4-one ring is described. The addition of arylmagnesium or alkynylzinc reagents to these nitrones can be achieved with total enantio- and diastereoselectivity, leading to alpha,alpha-disubstituted amino-acid precursors. (c) 2006 Elsevier Ltd. All rights reserved.