2-bromo-N-((1S)-1-hydroxymethyl-2-methylpropyl)acetamide | 1109292-52-5

• 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: 2-bromo-N-((1S)-1-hydroxymethyl-2-methylpropyl)acetamide
• 英文别名: 2-bromo-N-[(2S)-1-hydroxy-3-methylbutan-2-yl]acetamide
• CAS: 1109292-52-5
• 化学式: C₇H₁₄BrNO₂
• 分子量: 224.098
• InChiKey: FGNVALLPYXEQBO-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-N-((1S)-1-hydroxymethyl-2-methylpropyl)acetamide 在 伯吉斯试剂 、 三溴化磷 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 48.0h， 生成 (S)-1,3-bis(2-((1-bromo-3-methylbutan-2-yl)amino)-2-oxoethyl)-1H-benzo[d]imidazol-3-ium bromide
  参考文献：
  名称：

  Synthesis and characterization of a new C2-symmetrical chiral tridentate N-heterocyclic carbene ligand coordinated Cr(III) complex

  摘要：

  The preparation of a new C-2-symmetrical chiral tridentate N-heterocyclic carbene (NHC) ligand coordinated Cr(III) complex is described. The new NHC ligand was prepared as its AgBr complex, which was stable but smoothly underwent carbene exchange reaction with CrCl2 to afford the new NHC ligand coordinated Cr(III) complex. The X-ray crystallographic analysis of the Cr(III) complex revealed its distorted octahedral form. The Cr(III) complex mediated reaction of allylbromide with benzaldehyde did not afford products under the catalytic conditions reported by us. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.01.003
• 作为产物：
  描述：

  L-缬氨醇 、 溴乙酰溴 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-bromo-N-((1S)-1-hydroxymethyl-2-methylpropyl)acetamide
  参考文献：
  名称：

  具有三齿N-杂环卡宾酰胺基醇盐配体的手性钯（II）络合物：可进入氧桥二聚体结构。

  摘要：

  DOI：

  10.1002/anie.200803793

文献信息

• A new C2-symmetric azolium compound for Cu-catalyzed asymmetric conjugate addition of R2Zn to cyclic enone
  作者：Ayako Harano、Satoshi Sakaguchi

  DOI：10.1016/j.jorganchem.2010.07.038

  日期：2011.1

  A new chiral N-heterocyclic carbene (NHC) ligand was designed. Thus, an efficient synthetic route to C2-symmetric bis(hydroxyamide)-functionalized benzimidazolium salts from chiral β-amino alcohols was developed. The combination of Cu(OTf)2 and the chiral azolium compound efficiently promoted the conjugate addition reaction of cyclic enone with dialkylzinc to give the corresponding adduct in good yield

  设计了一种新的手性N-杂环卡宾（NHC）配体。因此，开发了从手性β-氨基醇制备C 2对称的双（羟基酰胺）-官能化的苯并咪唑鎓盐的有效合成途径。Cu（OTf）2和手性偶氮化合物的结合有效地促进了环烯酮与二烷基锌的共轭加成反应，从而以高收率得到了相应的加合物。在一系列手性NHC配体中，具有叔丁基作为立体定向基团的官能化苯并咪唑氯化物被发现是配体的最佳选择。在优化的反应条件下，通过使2-环庚-1-酮与Bu 2反应，实现了出色的对映选择性（96％ee）锌在室温下。
• Chiral Palladium(II) Complexes Possessing a Tridentate N‐Heterocyclic Carbene Amidate Alkoxide Ligand: Access to Oxygen‐Bridging Dimer Structures
  作者：Satoshi Sakaguchi、Kyung Soo Yoo、Justin O'Neill、Joo Ho Lee、Timothy Stewart、Kyung Woon Jung

  DOI：10.1002/anie.200803793

  日期：2008.11.17
• Synthesis and characterization of a new C2-symmetrical chiral tridentate N-heterocyclic carbene ligand coordinated Cr(III) complex
  作者：Yuta Uetake、Takashi Niwa、Masahisa Nakada

  DOI：10.1016/j.tetasy.2015.01.003

  日期：2015.2

  The preparation of a new C-2-symmetrical chiral tridentate N-heterocyclic carbene (NHC) ligand coordinated Cr(III) complex is described. The new NHC ligand was prepared as its AgBr complex, which was stable but smoothly underwent carbene exchange reaction with CrCl2 to afford the new NHC ligand coordinated Cr(III) complex. The X-ray crystallographic analysis of the Cr(III) complex revealed its distorted octahedral form. The Cr(III) complex mediated reaction of allylbromide with benzaldehyde did not afford products under the catalytic conditions reported by us. (C) 2015 Elsevier Ltd. All rights reserved.