960073-86-3Relevant academic research and scientific papers
Enzymatic separation of epimeric 4-C-hydroxymethylated furanosugars: Synthesis of bicyclic nucleosides
Rana, Neha,Kumar, Manish,Khatri, Vinod,Maity, Jyotirmoy,Prasad, Ashok K
, p. 2078 - 2086 (2017/10/16)
Conversion of D-glucose to 4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-ribofuranose, which is a key precursor for the synthesis of different types of bicyclic/spiro nucleosides, led to the formation of an inseparable 1:1 mixture of the desired product and 4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-xylofuranose. A convenient environment friendly Novozyme-435 catalyzed selective acetylation methodology has been developed for the separation of an epimeric mixture of ribo- and xylotrihydroxyfuranosides in quantitative yields. The structure of both the monoacetylated epimers, i.e., 5-O-acetyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-ribo- and xylofuranose obtained by enzymatic acetylation, has been confirmed by an X-ray study on their corresponding 4-C-p-toluenesulfonyloxymethyl derivatives. Furthermore, the two separated epimers were used for the convergent synthesis of two different types of bicyclic nucleosides, which confirms their synthetic utility.
Novel selective biocatalytic deacylation studies on key precursors for bicyclonucleosides
Prasad, Ashok K.,Singh, Sunil K.,Kalra, Neerja,Singhal, Nidhi,Wengel, Jesper,Parmar, Virinder S.
, p. 1517 - 1521 (2008/09/18)
Immobilized Candida antarctica lipase and Thermomyces lanuginosus lipase catalyze the deacylation of precursors of LNA analogs, 4′-C-acyloxymethyl- 2′,3′,5′-tri-O-acyl-β-L-threo-pentofuranosylthymine and 4-C-acyloxymethyl-3,5-di-O-acyl-1,2-O-(1-methylethy
Selective biocatalytic deacylation studies on furanose triesters: A novel and efficient approach towards bicyclonucleosides
Prasad, Ashok K.,Kalra, Neerja,Yadav, Yogesh,Singh, Sunil K.,Sharma, Sunil K.,Patkar, Shamkant,Lange, Lene,Olsen, Carl E.,Wengel, Jesper,Parmar, Virinder S.
, p. 3524 - 3530 (2008/09/19)
Lipozyme TL IM catalyses the deacylation of 4-C-acyloxymethyl-3,5-di-O-acyl-1,2-O-(1-methylethylidene)-β-l-threo- pentofuranose to form 3,5-di-O-acyl-4-C-hydroxymethyl-1,2-O-(1-methylethylidene) -α-d-xylo-pentofuranose in a highly selective and
