1 article(s) from Aher, Umesh P
Representative modified 1,3-oxathiolane nucleoside analogues.
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Mechanism of antiviral action of 1,3-oxathiolane nucleosides, 3TC (1) and FTC (2), as chain termina...
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Synthetic strategies for the construction of the 1,3-oxathiolane sugar ring.
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Synthesis of 4 from benzoyloxyacetaldehyde (3a) and 2-mercapto-substituted dimethyl acetal 3na.
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Synthesis of 8 from protected glycolic aldehyde 3b and 2-mercaptoacetic acid (3o).
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Synthesis of 20 from ᴅ-mannose (3c).
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Synthesis of 20 from 1,6-thioanhydro-ᴅ-galactose (3d).
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Synthesis of 8 from 2-(tert-butyldiphenylsilyloxy)methyl-5-oxo-1,2-oxathiolane (3m).
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Synthesis of 20a from ʟ-gulose derivative 3f.
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Synthesis of 31 from (+)-thiolactic acid 3p and 2-benzoyloxyacetaldehyde (3a).
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Synthesis of 35a from 1,4-dithiane-2,5-diol (3q) and glyoxylic acid (3g) hydrate.
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Synthetic routes toward 41 through Pummerer reaction from methyl 2-mercaptoacetate (3j) and bromoac...
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Strategy for the synthesis of 2,5-substituted 1,3-oxathiolane 41a using 4-nitrobenzyl glyoxylate an...
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Synthesis of 44 by a resolution method using Mucor miehei lipase.
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Synthesis of 45 from benzoyloxyacetaldehyde (3a) and 2-mercaptoacetaldehyde bis(2-methoxyethyl) ace...
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Synthesis of 46 from 2-mercaptoacetaldehyde bis(2-methoxyethyl) acetal (3nc) and diethyl 3-phosphon...
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Synthesis of 48 from 1,3-dihydroxyacetone dimer 3l.
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Approach toward 52 from protected alkene 3rb and lactic acid derivative 51 developed by Snead et al....
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Recent approach toward 56a developed by Kashinath et al.
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Synthesis of 56a from ʟ-menthyl glyoxylate (3h) hydrate by DKR.
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Possible mechanism with catalytic TEA for rapid interconversion of isomers.
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Synthesis of 35a by a classical resolution method through norephedrine salt 58 formation.
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Synthesis of 63 via [1,2]-Brook rearrangement from silyl glyoxylate 61 and thiol 3nb.
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Combined use of STS and CAL-B as catalysts to synthesize an enantiopure oxathiolane precursor 65.
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Synthesis of 1 and 1a from glycolaldehyde dimer 64 and 1,4-dithiane-2,5-diol (3q) using STS and CAL...
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Synthesis of 68 by using Klebsiella oxytoca.
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Synthesis of 71 and 72 using Trichosporon taibachii lipase and kinetic resolution.
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Synthesis of 1,3-oxathiolan-5-ones 77 and 78 via dynamic covalent kinetic resolution.
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Pathway for glycosidic bond formation.
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First synthesis of (±)-BCH-189 (1c) by Belleau et al.
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Enantioselective synthesis of 3TC (1).
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Synthesis of cis-diastereomer 3TC (1) from oxathiolane propionate 44.
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Synthesis of (±)-BCH-189 (1c) via SnCl4-mediated N-glycosylation of 8.
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Synthesis of (+)-BCH-189 (1a) via TMSOTf-mediated N-glycosylation of 20.
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Synthesis of 3TC (1) from oxathiolane precursor 20a.
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Synthesis of 83 via N-glycosylation of 20 with pyrimidine bases.
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Synthesis of 85 via N-glycosylation of 20 with purine bases.
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Synthesis of 86 and 87 via N-glycosylation using TMSOTf and pyrimidines.
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Synthesis of 90 and 91 via N-glycosylation using TMSOTf and purines.
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Synthesis of 3TC (1) via TMSI-mediated N-glycosylation.
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Stereoselective N-glycosylation for the synthesis of 1 by anchimeric assistance of a chiral auxilia...
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Whitehead and co-workers’ approach for the synthesis of 1 via direct N-glycosylation without an act...
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ZrCl4-mediated stereoselective N-glycosylation.
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Plausible reaction mechanism for stereoselective N-glycosylation using ZrCl4.
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Synthesis of enantiomerically pure oxathiolane nucleosides 1 and 2.
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Synthesis of tetrazole analogues of 1,3-oxathiolane nucleosides 97.
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Synthetic approach toward 99 from 1,3-oxathiolane 45 by Camplo et al.
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Synthesis of 100 from oxathiolane phosphonate analogue 46.
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Synthetic approach toward 102 and the corresponding cyclic thianucleoside monophosphate 102a by Cha...
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Synthesis of emtricitabine (2) from 1,4-dithiane-2,5-diol (3q) and glyoxylic acid (3g).
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Synthesis of 1 and 2, respectively, from 56a–d using iodine-mediated N-glycosylation.
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Plausible mechanism for silane- and I2-mediated N-glycosylation.
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Pyridinium triflate-mediated N-glycosylation of 35a.
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Possible pathway for stereoselective N-glycosylation via in situ chelation with a metal ligand.
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Synthesis of novel 1,3-oxathiolane nucleoside 108 from oxathiolane precursor 8 and 3-benzyloxy-2-me...
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Synthesis of 110 using T-705 as a nucleobase and 1,3-oxathiolane derivative 8 via N-glycosylation.
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Synthesis of 1 using an asymmetric leaving group and N-glycosylation with bromine and mesitylene.
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Cytidine deaminase for enzymatic separation of 1c.
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Enzymatic resolution of the monophosphate derivative 116 for the synthesis of (−)-BCH-189 (1) and (...
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Enantioselective resolution by PLE-mediated hydrolysis to obtain FTC (2).
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(+)-Menthyl chloroformate as a resolving agent to separate a racemic mixture 120.
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Separation of racemic mixture 1c by cocrystal 123 formation with (S)-(−)-BINOL.
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Beilstein J. Org. Chem. 2021, 17, 2680–2715, doi:10.3762/bjoc.17.182
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