112260-57-8Relevant academic research and scientific papers
Synthesis of 2-fluoro and 4-fluoro galactopyranosyl phosphonate analogues of UDP-Gal
Jambal, Irekhjargal,Kefurt, Karel,Hlavackova, Martina,Moravcova, Jitka
, p. 31 - 39,9 (2020/07/30)
Two novel nonisosteric UDP-Gal analogues, (2-deoxy-2-fluoro- and 4-deoxy-4-fluoro-α-D-galactopyranosyl) phosphonoyl phosphates, were synthesized by optimized multistep procedures starting from 3,4,6-tri-O-benzyl- D-galactal and allyl 2,3,6-tri-O-benzyl-α-D-glucopyranoside, respectively. The key steps were a Michaelis-Arbuzov reaction of respective deoxy-fluoro-D-galactopyranosyl acetate with triethyl phosphite followed by a Moffatt-Khorana coupling reaction with UMP-morpholidate. The structure of all new compounds was confirmed by NMR and mass spectroscopies.
Synthesis of glucose derivatives modified at the 4-OH as potential chain-terminators of cellulose biosynthesis; Herbicidal activity of simple monosaccharide derivatives
Van Dijkum, Emma,Danac, Ramona,Hughes, David J.,Wood, Richard,Rees, Anne,Wilkinson, Brendan L.,Fairbanks, Antony J.
body text, p. 1097 - 1105 (2009/05/30)
A series of d-glucose derivatives that have been modified at C-4 were synthesised from D-galactose as potential chain terminators of cellulose biosynthesis. Two compounds displayed herbicidal activity in pre-emergence tests and in addition a cell expansio
The first synthesis of secondary sugar sulfonic acids by nucleophilic displacement reactions
Lipták, András,Balla, Edit,Jánossy, Lóránt,Sajtos, Ferenc,Szilágyi, László
, p. 839 - 842 (2007/10/03)
The 4-deoxy-4-C-sulfonic acid and 6-deoxy-6-C-sulfonic acid derivatives of methyl α-D-gluco- and α-D-galactopyranosides were prepared by triflate-mediated nucleophilic displacement reactions, either with NaHSO 3 or with AcSK. The triflate ester
Inhibition of Glycosidases by Lactam Oximes: Influence of the Aglycon in Disaccharide Analogues
Vonhoff, Stefan,Heightman, Tom D.,Vasella, Andrea
, p. 1710 - 1725 (2007/10/03)
The influence of a substituent at the hydroximo function of the lactam analogue 1 on the inhibition of β- and α-glucosidases is evaluated. In contrast to 1, the O-alkyl oximes 5, 6, 9, and 10 are selective inhibitors of β-glucosidases. Alkylation of the D
α-glucosidase inhibitors
-
, (2008/06/13)
This invention relates to novel polyglycosidyl derivatives of 1-deoxy-nojirimycin, to the processes for their preparation and to their end-use applications, particularly as to their use in the treatment of diabetes.
Stereospecific carbon-carbon bond formation at secondary carbons in cyclic sugars
Reed III,Huang,McGregor,Goodman
, p. 133 - 140 (2007/10/02)
An excellent leaving-group, triflate, at C-4 of the benzylated hexopyranose glycosides 1 and 2 was used to study the introduction of carbon branches in sugars. By using a phase-transfer reagent, a one-carbon source, cyanide ion, was used to prepare the di
Amidine pseudodisaccharides
Knapp, Spencer,Choe, Yun H.,Reilly, Eileen
, p. 4443 - 4446 (2007/10/02)
The synthesis of several aminoglucopyranose-based amidine pseudodisaccharides is described. They may serve as glycosidase inhibitors by virtue of structural similarities to both the reducing and non-reducing pyranose units involved in glycolysis.
α-glucosidase inhibitors
-
, (2008/06/13)
This invention relates to novel N-glycosyl derivatives of 1,4-dideoxy-1,4-imino-D-arabinitol, to the chemical processes for their preparation, to their α-glucosidase inhibiting properties, and to their end-use application in the treatment of diabetes, obe
Novel alpha-glucosidase inhibitors
-
, (2008/06/13)
This invention relates to novel N-derivatives, of 1,4-di--deoxy-1,4-imino-L-arabinitol (I), to the processes for their preparation and to their end-use applications, particularly as to their use in the treatment of diabetes. wherein n is zero, one or two,
