Literature DB >> 15357996

Chemoenzymatic synthesis of (S) and (R)-propranolol and sotalol employing one-pot lipase resolution protocol.

Ahmed Kamal1, Mahendra Sandbhor, Ahmad Ali Shaik.   

Abstract

Synthesis of both enantiomers of biologically active propranolol and sotalol has been achieved in high optical purity by one-pot reduction of 3 and 7 followed by in situ lipase resolution of the respective chlorohydrins. Pseudomonas cepacia lipase immobilized on ceramic particles (PS-C) provided the chlorohydrin and acetate, which on nucleophilic substitution with isopropyl amine afforded the target amino alcohols in high enantioselectivity under mild reaction conditions.

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Year:  2004        PMID: 15357996     DOI: 10.1016/j.bmcl.2004.05.084

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  3 in total

1.  Marine fungi Aspergillus sydowii and Trichoderma sp. catalyze the hydrolysis of benzyl glycidyl ether.

Authors:  Mariana Provedel Martins; Ana Maria Mouad; Letícia Boschini; Mirna Helena Regali Seleghim; Lara Durães Sette; André Luiz Meleiro Porto
Journal:  Mar Biotechnol (NY)       Date:  2010-06-12       Impact factor: 3.619

2.  Matrix metalloproteinase inhibitors based on the 3-mercaptopyrrolidine core.

Authors:  Yonghao Jin; Mark D Roycik; Dale B Bosco; Qiang Cao; Manuel H Constantino; Martin A Schwartz; Qing-Xiang Amy Sang
Journal:  J Med Chem       Date:  2013-05-16       Impact factor: 7.446

3.  Development of a novel chemoenzymatic route to enantiomerically enriched β-adrenolytic agents. A case study toward propranolol, alprenolol, pindolol, carazolol, moprolol, and metoprolol.

Authors:  Paweł Borowiecki; Beata Zdun; Natalia Popow; Magdalena Wiklińska; Tamara Reiter; Wolfgang Kroutil
Journal:  RSC Adv       Date:  2022-08-10       Impact factor: 4.036

  3 in total

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