212499-83-7Relevant academic research and scientific papers
Facile and efficient access to C1-aminosugar derivatives under mild conditions
Gong, Ping,Guo, Chun,Guo, Mengbi,Hou, Zhuang,Wang, Xin,Wang, Yitong
supporting information, (2022/02/02)
A facile and efficient synthesis of C1-aminosugar derivatives under catalyst-free conditions is described here. In particular, readily available benzoyl glycosyl bromides react smoothly to give a broad scope of C1-aminosugar derivatives in good yields. Th
Stereoselective Epimerizations of Glycosyl Thiols
Doyle, Lisa M.,O'Sullivan, Shane,Di Salvo, Claudia,McKinney, Michelle,McArdle, Patrick,Murphy, Paul V.
supporting information, p. 5802 - 5805 (2017/11/10)
Glycosyl thiols are widely used in stereoselective S-glycoside synthesis. Their epimerization from 1,2-trans to 1,2-cis thiols (e.g., equatorial to axial epimerization in thioglucopyranose) was attained using TiCl4, while SnCl4 promoted their axial-to-equatorial epimerization. The method included application for stereoselective β-d-manno- and β-l-rhamnopyranosyl thiol formation. Complex formation explains the equatorial preference when using SnCl4, whereas TiCl4 can shift the equilibrium toward the 1,2-cis thiol via 1,3-oxathiolane formation.
Synthesis and evaluation of four hederagenin glycosides as α-glucosidase inhibitor
Liu, Qing-Chao,Guo, Tian-Tian,Guo, Shou-Dong,Li, Wen-Hong,Li, Dong
, p. 142 - 149 (2013/03/14)
The four hederagenin glycosides 1-4 were efficiently synthesized through one-pot sequential glycosylations with glycose 1-(trichloroacetimidate)s as donors, resulting in a significantly simplified synthetic procedure without isolation of glycosylation intermediates. The activity of the synthetic hederagenin glycosides 1-4 against α-glucosidase type IV was evaluated; hederagenin glycoside 4 containing an α-L-rhamnopyranosyl unit showed the best activity with an IC50 value of 47.9 μM. Copyright
PREPARATION METHOD OF 2-DEOXY-L-RIBOSE
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Page/Page column 4-5, (2009/12/05)
A method of preparing 2-deoxy-L-ribose represented by the following formula I is disclosed. The preparation method includes the steps of: treating L-arabinose with an alcohol solvent in the presence of an acid to prepare 1-alkoxy-L-arabinopyranose; allowi
THE PREPARATION METHOD OF 2-DE0XY-L-RIB0SE
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Page/Page column title page; 15, (2008/12/06)
A method of preparing 2-deoxy-L-ribose represented by the following formula I is disclosed. The preparation method includes the steps of : treating L-arabinose with an alcohol solvent in the presence of an acid to prepare 1-alkoxy-L- arabinopyranose; allowing the prepared 1-alkoxy-L- arabinopyranose to react with acyl chloride so as to prepare l-alkoxy-2, 3, 4-triacyl-L-arabinopyranose; brominating the alkoxy group of the prepared l-alkoxy-2, 3, 4-triacyl-L- arabinopyranose to prepare a l-bromo-2, 3, 4-triacyl compound; allowing the prepared compound to react with zinc in the presence of ethyl acetate and an organic base so as to prepare glycal; treating the glycal with an alcohol solvent in the presence of an acid to prepare l-alkoxy-2-deoxy-3, 4- diacyl-L-ribopyranose; treating the prepared l-alkoxy-2- deoxy-3, 4-diacyl-L-ribopyranose with a base to prepare 1- alkoxy-2-deoxy-L-ribopyranose; and hydrolyzing the prepared l-alkoxy-2-deoxy-L-ribopyranose in the presence of an acid catalyst.
Pentopyranosyl oligonucleotide systems: Communication No. 13. The α-L-arabinopyranosyl-(4′ → 2′)-oligonucleotide system: Synthesis and pairing properties
Jungmann, Oliver,Beier, Markus,Luther, Anatol,Huynh, Hoan K.,Ebert, Marc-Olivier,Jaun, Bernhard,Krishnamurthy, Ramanarayanan,Eschenmoser, Albert
, p. 1259 - 1308 (2007/10/03)
Among the members of a family of diastereoisomeric penlopyranosyl-(4′ → 2′)-oligonucleotide systems derived from D-ribose, D-xylose, L-lyxose, and L-arabinose, α-arabinopyranosyl system shows by far the strongest Watson-Crick base pairing. The system is,
