Application of kinetic resolution using HCS as chiral auxiliary: novel synthesis of beta-blockers (S)-betaxolol and (S)-metoprolol.
Optically pure (S)-betaxolol and (S)-metoprolol were prepared with an extremely facile and practical method using kinetic resolution of beta-amino alcohols employing HCS as chiral auxiliary. High enantiomeric purity (ee > 99%) was achieved and the synthetic strategy is amenable to industrial scale-up.
Zhang
Jing-Yu
JY
New Drug Research & Development Center, Zhengzhou University, Zhengzhou, People's Republic of China.
Liu
Hong-Min
HM
Wang
Xiao-Jun
XJ
Wang
Pei
P
Zheng
Jia-Xin
JX
D000319:Adrenergic beta-Antagonists / Q000138:chemical synthesis* / Q000737:chemistry; D015784:Betaxolol / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D008790:Metoprolol / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000319:Adrenergic beta-Antagonists; D008790:Metoprolol; D015784:Betaxolol