Chemo-Enzymatic Synthesis of Enantiopure ß-Blocker (S)-Metoprolol and Derivatives

被引：3
|
作者：
Bockmann, Pal L. [1 ]
Jacobsen, Elisabeth E. [1 ]
机构：
[1] Norwegian Univ Sci & Technol NTNU, Dept Chem, Hogskoleringen 5, N-7491 Trondheim, Norway
来源：
TOPICS IN CATALYSIS | 2024年 / 67卷 / 5-8期
关键词：
(S)-Metoprolol; Enantiopure building blocks; Candida antarctica Lipase B; Chiral chromatography; Specific rotation; KINETIC RESOLUTION; METOPROLOL; LIPASE; PROPRANOLOL; PINDOLOL; ALCOHOLS; RACEMATE; RATIO;
D O I：
10.1007/s11244-023-01860-1
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
S)-Metoprolol, ((2 S)-1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol has been synthesised in 99% ee with high yield by a four step chemoenzymatic protocol. Several preparations of Candida antarctica lipase B have been screened in a kinetic resolution of the secondary chlorohydrin 1-chloro-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol. We here report specific rotation values of the enantiopure chlorohydrins from the enzyme catalysed kinetic resolution, in addition to a specific rotation value for (S)-metoprolol, which determines the absolute configuration of the drug, and also the absolute configuration of the chlorohydrin enantiomers.
引用
收藏
页码：563 / 571
页数：9
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