(S)-2-hydroxy-N,N-dimethyl-3-phenylpropanamide | 124558-74-3

• 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: (S)-2-hydroxy-N,N-dimethyl-3-phenylpropanamide
• 英文别名: (2S)-2-hydroxy-N,N-dimethyl-3-phenylpropanamide
• CAS: 124558-74-3
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: LOQLTMLSQNYSKO-JTQLQIEISA-N

物化性质

• 沸点：
  338.4±35.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-hydroxy-N,N-dimethyl-3-phenylpropanamide 在 5% rhodium-on-charcoal 、 氢气 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 50.0 ℃ 、5.0 MPa 条件下， 反应 60.0h， 以100%的产率得到(S)-3-cyclohexyl-2-hydroxy-N,N-dimethylpropanamide
  参考文献：
  名称：

  Readily Accessible 1,2-Amino Ether Ligands for Enantioselective Intramolecular Carbolithiation

  摘要：

  A new class of chiral 1,2-amino ether ligands, readily accessible from naturally occurring alpha-amino- or alpha-hydroxy acids, was found to provide high levels of both conversion and stereocontrol (up to 95:5 er) in intramolecular carbolithiation reactions, outperforming the benchmark ligand (-)-sparteine. The ligand could, be used in a substoichiometric amount (0.25 equiv) without significant loss of enantios electivity.

  DOI：

  10.1021/acs.joc.7b00423
• 作为产物：
  描述：

  L-苯丙氨酸 在 硫酸 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.03h， 生成 (S)-2-hydroxy-N,N-dimethyl-3-phenylpropanamide
  参考文献：
  名称：

  Readily Accessible 1,2-Amino Ether Ligands for Enantioselective Intramolecular Carbolithiation

  摘要：

  A new class of chiral 1,2-amino ether ligands, readily accessible from naturally occurring alpha-amino- or alpha-hydroxy acids, was found to provide high levels of both conversion and stereocontrol (up to 95:5 er) in intramolecular carbolithiation reactions, outperforming the benchmark ligand (-)-sparteine. The ligand could, be used in a substoichiometric amount (0.25 equiv) without significant loss of enantios electivity.

  DOI：

  10.1021/acs.joc.7b00423

文献信息

• [EN] AMIDO THIADIAZOLE DERIVATIVES AS NADPH OXIDASE INHIBITORS<br/>[FR] DÉRIVÉS D'AMIDO THIADIAZOLE UTILISÉS EN TANT QU'INHIBITEURS DE NADPH OXYDASE
  申请人：GENKYOTEX SA

  公开号：WO2016098005A1

  公开（公告）日：2016-06-23

  The present invention is related to amino thiazole derivatives of Formula (I), pharmaceutical composition thereof and to their use for the treatment and/or prophylaxis of disorders or conditions related to Nicotinamide adenine dinucleotide phosphate oxidase (NADPH Oxidase).

  本发明涉及式（I）的氨基噻唑衍生物，其药物组合物以及它们在治疗和/或预防与尼古丁胺腺嘌呤二核苷酸磷酸氧化酶（NADPH氧化酶）相关的疾病或症状中的应用。
• Enantioselective epoxidation of unfunctionalized simple olefins by non-racemic molybdenum(VI)(oxo-diperoxo) complexes
  作者：V. Schurig、K. Hintzer、U. Leyrer、C. Mark、P. Pitchen、H.B. Kagan

  DOI：10.1016/0022-328x(89)87277-8

  日期：1989.7

  Molybdenum(VI)(oxo-diperoxo) complexes bearing bidentate ligands with hydroxy and carbonyl functions show asymmetric induction in the stoichiometric epoxidation of simple prochiral olefins. The influence of the ligand and alkene structure on the enantiomeric excess of the oxiranes has been investigated. The addition of chiral diols to the molybdenum(VI)(oxo-diperoxo) reagents gives high enantiomeric

  带有二齿配体具有羟基和羰基官能团的钼（VI）（氧代-二过氧代）配合物在简单的手性烯烃的化学计量环氧化中显示出不对称的诱导作用。已经研究了配体和烯烃结构对环氧乙烷的对映体过量的影响。向钼（VI）（氧代-二过氧代）试剂中添加手性二醇可能会导致对映体过量，这可能是由于形成的环氧乙烷的有效动力学拆分所致。
• CARBONYLAMINO PYRROLOPYRAZOLES, POTENT KINASE INHIBITORS
  申请人：Zhang Junhu

  公开号：US20090318440A1

  公开（公告）日：2009-12-24

  Carbonylamino Pyrrolopyrazole compounds of formula I, compositions including these compounds and methods of their use are provided. Preferred compounds of formula I have activity as protein kinase inhibitors, including as inhibitors of PAK4.

  提供了化学式I的羰基氨基吡咯吡唑化合物，包括这些化合物的组合物以及它们的使用方法。化学式I的优选化合物具有作为蛋白激酶抑制剂的活性，包括作为PAK4的抑制剂。
• Amido thiazole derivatives as NADPH oxidase inhibitors
  申请人：GENKYOTEX SA

  公开号：EP3034500A1

  公开（公告）日：2016-06-22

  The present invention is related to amino thiazole derivatives of Formula (I), pharmaceutical composition thereof and to their use for the treatment and/or prophylaxis of disorders or conditions related to Nicotinamide adenine dinucleotide phosphate oxidase (NADPH Oxidase).

  本发明涉及式（I）的氨基噻唑衍生物、其药物组合物及其用于治疗和/或预防与烟酰胺腺嘌呤二核苷酸磷酸氧化酶（NADPH 氧化酶）有关的紊乱或病症的用途。
• Amido thiadiazole derivatives as NADPH oxidase inhibitors
  申请人：GENKYOTEX SUISSE SA

  公开号：US10130619B2

  公开（公告）日：2018-11-20

  The present invention is related to amino thiazole derivatives of Formula (I), pharmaceutical composition thereof and to their use for the treatment and/or prophylaxis of disorders or conditions related to Nicotinamide adenine dinucleotide phosphate oxidase (NADPH Oxidase).

  本发明涉及式（I）的氨基噻唑衍生物、其药物组合物及其用于治疗和/或预防与烟酰胺腺嘌呤二核苷酸磷酸氧化酶（NADPH 氧化酶）有关的紊乱或病症的用途。