N-benzyl-N-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)ethyl]hydroxylamine | 192764-09-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-benzyl-N-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)ethyl]hydroxylamine
• 英文别名: N-benzyl-N-[(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl]hydroxylamine
• CAS: 192764-09-3
• 化学式: C₁₄H₂₁NO₃
• 分子量: 251.326
• InChiKey: GUJQZGSMQFTFQM-WCQYABFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)ethyl]hydroxylamine 在 copper diacetate 、 溶剂黄146 、 锌 作用下， 反应 1.0h， 以70%的产率得到(S)-N-benzyl-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanamine
  参考文献：
  名称：

  Nucleophilic additions of Grignard reagents to N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (BIGN). Synthesis of (2S,3R) and (2S,3S)-3-phenylisoserine

  摘要：

  A remarkable Lewis acid tuning has been observed in the nucleophilic addition of Grignard reagent to BIGN, the N-benzyl nitrone derived from 1,2-O-isopropylidene-D-glyceraldehyde. The obtained alpha,beta-dialkoxy hydroxylamines can serve as starting points for the synthesis of both aminodiols and alpha-hydroxy-beta-amino acids. This synthetic approach is illustrated by the synthesis of the antipode of the C-13 side chain of Taxotere as well as its C-3 epimer. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00741-8
• 作为产物：
  描述：

  甲基溴化镁 、 N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone 在 氯化二乙基铝 作用下， 生成 N-benzyl-N-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)ethyl]hydroxylamine
  参考文献：
  名称：

  Enantiodivergent Approach to d- and l-Secondary N-Hydroxy-α-amino Acids by Using N-Benzyl-2,3-O-isopropylidene-d- glyceraldehyde Nitrone as an Effective N-Hydroxyglycine Cation Equivalent

  摘要：

  DOI：

  10.1021/jo971913n

文献信息

• OXAZOLIDIN-2-ONE COMPOUNDS AND USES THEREOF
  申请人：Novartis AG

  公开号：US20130225574A1

  公开（公告）日：2013-08-29

  The present invention relates to oxazolidin-2-one substituted pyrimidine compounds that act as PI3K (phosphatidylinositol-3-kinase) inhibitors, as well as pharmaceutical compositions thereof, methods for their manufacture and uses for the treatment of conditions, diseases and disorders dependent on PI3K.

  本发明涉及氧唑烷-2-酮取代嘧啶化合物，其作为PI3K（磷脂酰肌醇-3-激酶）抑制剂，以及其药物组合物、制备方法和用于治疗依赖于PI3K的疾病、病症和疾病的用途。
• Stereocontrolled addition of Grignard reagents to α-alkoxy nitrones. Synthesis of syn and anti 3-amino-1,2-diols
  作者：Pedro Merino、Elena Castillo、Francisco L Merchan、Tomas Tejero

  DOI：10.1016/s0957-4166(97)00175-4

  日期：1997.6

  The stereoselective addition of Grignard reagents to alpha-alkoxy nitrones has been achieved with excellent stereocontrol using ZnBr2 and Et2AlCl as precomplexing agents to obtain the corresponding syn- and anti- adducts, respectively. The obtained hydroxylamines have been transformed into valuable 3-amino-1,2-diols. (C) 1997 Elsevier Science Ltd.
• OXAZOLIDIN-2-ONE COMPOUNDS AND USES THEREOF AS PI3KS INHIBITORS
  申请人：Novartis AG

  公开号：EP2817307B1

  公开（公告）日：2016-07-13
• US8865894B2
  申请人：——

  公开号：US8865894B2

  公开（公告）日：2014-10-21
• US9458177B2
  申请人：——

  公开号：US9458177B2

  公开（公告）日：2016-10-04