The key step in the chemoenzymatic synthesis of apremilast was to produce chiral alcohol (R)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanol, (R)-3. Two enzymatic approaches were evaluated obtain (R)-3, one using ketoreductases and other lipases. Bioreduction 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanone (2), ketoreductase KRED‑P2-D12, led (R)-3 with 48% conversion 93% enantiom...

Dynamic kinetic resolution (DKR) is one of the most attractive methods for enantioselective synthesis. In reported studies, lipase B from Candida antarctica (CALB) immobilized on siliceous mesoporous cellular foams (MCF) functionalized with different hydrophobic groups, and two ruthenium complexes substituted cyclopentadienyl ligands were investigated as catalysts chemoenzymatic DKR (rac)-1-phe...

Enantiomerically pure secondary alcohols were prepared in the combined CAL-B/VOSO4 system one-pot conditions. Under optimum conditions, conversion, enantiomeric excess, selectivity and enantioselectivity reached 92%, >99%, 99% >200 respectively. The significant improvement of performance should be attributed to mutual coordination reactions a chemoenzymatic dynamic kinetic resolution redu...

The use of ring-fused gem-dihalocyclopropanes, Au(I)-catalyzed cyclization reactions, and chemoenzymatic techniques in the synthesis of natural products is described.

A sequential-type as well a tandem-type chemoenzymatic flow cascade combining an organocatalytic aldol reaction and biocatalytic reduction to form stereoselectively 1,3-diol with two stereogenic centers were developed. Initially, comprehensive screening of 24 alcohol dehydrogenases was carried out the identified candidates applied in different multi-step cascades. All four stereoisomers desired...

Reports an efficient chemoenzymatic production of an N-acetylhexosamine 1-phophate analogues library by N-acetylhexosamine 1-kinase (NahK) and describes the respective substrate specificity on this enzyme.

Chemoenzymatic syntheses of several NDP-carba-sugars have been successfully carried out, and these essential cofactor analogues are expected to be selective inhibitors of glycosyltransferase enzymes.

A chemoenzymatic approach for the synthesis of ?-N-heterocyclic ethyl- and phenylacetamides, levetiracetam analogs, is described. Eight nitrile substrates were prepared through N-alkylation heterocycles (2-pyrrolidinone, 2-piperidinone, 2-oxopiperazine 1-methylpiperazine) directly from hydroxyl group ethyl phenyl ?-hydroxynitriles with yield 35?71% after 12 h. Twenty hydratases (NHases) screene...

The chemoenzymatic dynamic kinetic resolution of β-amino esters is established after detailed evaluation metal-based heterogeneous catalysts for racemization and enzyme resolution.