PRACTICAL CHEMOENZYMATIC SYNTHESIS OF BOTH ENANTIOMERS OF PROPRANOLOL

PRACTICAL CHEMOENZYMATIC SYNTHESIS OF BOTH ENANTIOMERS OF PROPRANOLOL
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DOI:
10.1021/jo00018a032
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发表时间:
1991-08-30
影响因子:
3.6
通讯作者:
BANERJI, AA
BANERJI, AA
中科院分区:
化学2区
文献类型:
--
作者:
BEVINAKATTI, HS;BANERJI, AA

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以1-萘酚和环氧氯丙烷为原料,以高的光学产率和化学产率合成了(R)-和(S)-普萘洛尔。研究了关键中间体1-氯-3-(1-萘氧基)-2-丙醇及其O-乙酰基酯1-氯-2-乙酰氧基-3-(1-萘氧基)丙烷的脂肪酶催化动力学拆分。
Synthesis of (R)- and (S)-propranolol in high optical and chemical yields was achieved starting from 1-naphthol and epichlorohydrin. Lipase-catalyzed kinetic resolution of key intermediates 1-chloro-3-(1-naphthyloxy)-2-propanol and its O-acetyl ester 1-chloro-2-acetoxy-3-(1-naphthyloxy) propane was studied using four different approaches.