1-(3,4-Dimethoxyphenyl)-3-(methylamino)propan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3,4-Dimethoxyphenyl)-3-(methylamino)propan-1-one
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.27
• InChiKey: AVIAPDLSDNAJMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• Method for preparing chiral gamma-secondary amino alcohol
  申请人：SHANGHAI JIAO TONG UNIVERSITY

  公开号：US10370323B2

  公开（公告）日：2019-08-06

  A method for preparing chiral γ-secondary amino alcohol includes: adding into a solvent an acid addition salt of β-secondary amino ketone represented by general formula (1), an alkali, a metal salt additive and a diphosphine-rhodium complex, so as to carry out a reaction in a hydrogen atmosphere and obtain a chiral γ-secondary amino alcohol compound represented by general formula (2). In general formula (2), Ar represents an aryl group with or without substituent group(s), R represents an alkyl group or an aralkyl group, and HY represents an acid. The synthesis scheme has a simple process, the metal salt additive remarkably improves the effect of a rhodium-catalyzed asymmetric hydrogenation technology, and accordingly, the reaction yield and the optical purity of a product are improved, the production process is simplified, production costs are reduced, and the synthesis scheme is highly suitable for mass industrial production.

  一种制备手性γ-仲氨基醇的方法包括：在溶剂中加入通式(1)代表的β-仲氨基酮的酸加成盐、碱、金属盐添加剂和二磷酸铑络合物，从而在氢气环境中进行反应，得到通式(2)代表的手性γ-仲氨基醇化合物。在通式（2）中，Ar 代表带或不带取代基的芳基，R 代表烷基或芳烷基，HY 代表酸。该合成方案工艺简单，金属盐添加剂显著提高了铑催化不对称氢化技术的效果，相应地提高了反应收率和产物的光学纯度，简化了生产工艺，降低了生产成本，非常适合大规模工业化生产。