86363-73-7Relevant academic research and scientific papers
PURE HEPTASULFATED DISACCHARIDES HAVING IMPROVED ORAL BIOAVAILABILITY
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, (2018/03/09)
Hypersulfated disaccharides with utility in asthma or asthma related disorders are disclosed. The heptasulfated disaccharides administered orally have comparable bioavailability to the intravenous administered dosage form.
Chiral Pool/Henry/Enzymatic routes to acetogenin synthons
Qayed, Wesam S.,Luzzio, Frederick A.
, p. 622 - 630 (2015/11/09)
Enantio specific and enantioselective approaches to the natural (16 R,19R)- and the unnatural (16S,19S)- THF core of the bioactive acetogenin annonacin are described which utilizes both a chiral pool synthesis and enzymatic transformations. In the antipodal (2S,5S) THF series derived from D-(+)-glucosamine, the semi-protected THF aldehyde synthon allows for two-directional synthetic elaboration through a Henry reaction with a lipid-like nitroalkane. The resulting nitroalcohol having the unnatural (2S,5S)-THF core was oxidized to the corresponding a-nitroketone using a modified Collins oxidation. The intermediate a-nitroketone has potential for the preparation of the C15-C32 core and analogues through subsequent removal of the nitro group and reduction of the carbonyl.
Synthesis of 2,5-anhydro-(β-D-glucopyranosyluronate)- and (α-L-idopyranosyluronate)-D-mannitol hexa-O-sulfonate hepta sodium salt
Kuszmann, Janos,Medgyes, Gabor,Boros, Sandor
, p. 1569 - 1579 (2007/10/03)
Glycosidation of 2,5-anhydro-1,6-di-O-benzoyl-D-mannitol with methyl(2,3,4-tri-O-acetyl-α-D-glucopyranosyl-1-O-trichloroacetimidate) uronate in the presence of trimethylsilyl triflate afforded the corresponding 3-O-β-glycoside, which after deprotection wa
Synthesis of 3-deoxy-3-nucleobase-2,5-anhydro-D-mannitol: A novel class of hydroxymethyl-branched isonucleosides
Lei,Min,Zhang
, p. 2899 - 2906 (2007/10/03)
A concise synthesis of 3-deoxy-3-nucleobase-2,5-anhydro-D-mannitol 6(a- d) has been achieved, using the deamination of 2-amino-2-deoxy-D-glucose to construct in one step the sugar skeleton with the desired sense of chirality at each asymmetric center. The selective dibenzoylation of 2,5-anhydro-D- mannitol 9 was investigated, and the key epoxide intermediate 13 was obtained in good yield via an intramolecular Mitsunobu reaction. The process of opening of epoxide 13 by nucleobases appeared to be regioselective. (C) 2000 Elsevier Science Ltd.
2,5-ANHYDRO-D-HEXITOLS: SYNTHESES OF 2,5-ANHYDRO-D-ALTRITOL AND 2,5-ANHYDRO-D-IDITOL
Otero, Dario A.,Simpson, Ronald
, p. 79 - 86 (2007/10/02)
2,5-Anhydro-D-altritol (2a) and the previously-unknown 2,5-anhydro-D-iditol (3a) have been prepared from 2,5-anhydro-D-mannitol (1a).The preparation of 3a from the intermediate epoxide 7b is particularly sensitive to pH, and a mechanism is proposed to explain this.Attention is drawn to the limitations of the trifluoroperacetic acid-disodium hydrogenphosphate procedure for the epoxidation of alkenes of diminished reactivity.
Esters of 2,5-anhydro-D-mannitol
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, (2008/06/13)
Agents for lowering glucose levels in blood having the formula: STR1 wherein each R, independently, is hydrogen, C1-6 alkylcarbonyl or a group of the formula STR2 where R1 is hydrogen, C1-4 alkyl, C1-4 -alkoxy,
