دورية أكاديمية

Synthesis of novel 3′-azido-3′-deoxy-α-L-ribo configured nucleosides: A comparative study between chemical and chemo-enzymatic methodologies.

التفاصيل البيبلوغرافية
العنوان: Synthesis of novel 3′-azido-3′-deoxy-α-L-ribo configured nucleosides: A comparative study between chemical and chemo-enzymatic methodologies.
المؤلفون: Rana, Neha1, Kumar, Manish1, Singh, Ankita1, Maity, Jyotirmoy1, Shukla, Poonam1, Prasad, Ashok K.1 ashokenzyme@gmail.com
المصدر: Nucleosides, Nucleotides & Nucleic Acids. 2018, Vol. 37 Issue 4, p217-231. 15p.
مصطلحات موضوعية: *NUCLEOSIDES, *HYDROXYMETHYL compounds, *ACETOLYSIS, *THYMINE, *URACIL
مستخلص: Syntheses of novel 3′-azido-3′-deoxy-2′-O,4′-C-methylene-α-L-ribofuranosyl nucleosides have been carried out from 3′-azido-3′-deoxy-4′-C-hydroxymethyl-β-D-xylofuranosyl nucleosides following both chemical and chemo-enzymatic methodologies. The precursor nucleoside in turn was synthesized from a common glycosyl donor 4-C-acetoxymethyl-1,2,5-tri-O-acetyl-3-azido-3-deoxy-α,β-D-xylofuranose, which was obtained by the acetolysis of 4-C-acetoxymethyl-5-O-acetyl-3-azido-3-deoxy-1,2-O-isopropylidene-α-D-xylofuranose in 96% yield. It has been observed that a chemo-enzymatic pathway for the synthesis of targeted nucleosides is much more efficient than a chemical pathway, leading to the improvement in yield for the synthesis of 3′-azido-3′-deoxy-α-L-ribofuranosyl thymine and uracil from 49 to 89% and 55 to 93%, respectively. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:15257770
DOI:10.1080/15257770.2018.1460476