129519-28-4Relevant articles and documents
Three Solvent-Free Catalytic Approaches to the Acetal Functionalization of Carbohydrates and Their Applicability to One-Pot Generation of Orthogonally Protected Building Blocks
Traboni, Serena,Bedini, Emiliano,Giordano, Maddalena,Iadonisi, Alfonso
, p. 3562 - 3572 (2016/01/25)
Three alternative protocols were developed to carry out the selective installation of acetal groups on carbohydrates and polyols under mildly acidic, solvent-free conditions. One protocol is based on a diol/aldehyde condensation at room temperature, with an acetolysis process serving for the activation of the carbonyl component. A second approach is based on an orthoester-mediated activation of the carbonyl component at high temperature. The third protocol is instead entailing a transacetalation mechanism. Combination of these methods allows a wide set of acetal-protected building blocks to be accessed in short times under very simple experimental conditions working under air. The scope of the latter two approaches was also extended to unusual one-pot synthetic sequences leading to concomitant Fischer glycosidation/acetal protection of reducing sugars.
New monosaccharide derivatives and biological applications thereof
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Paragraph 0043; 0044, (2014/01/07)
The invention relates to monosaccharide derivatives of formula (I) wherein the dotted line represents a possible second bond, X is CH2, CHF, CF2, CHOH, O, S or NH, Y is P(O) (ORa) (ORb) or P(O) (ORa) (NRaRb), A1 is O, S, NRa, N(CO)Ra, N(SO)Ra or N(SO2)Ra, A2 and A3 are H, F, NRcRd, NRc(CO)Rd, NRc(SO)Rd, NRc(SO2)Rd and ORc and A2 may also be an oxime NORc, A4 is H, F or OH, W1 and W2 are as defined in the application, as are Ra, Rb, Rc and Rd, and their addition salts thereof with acids and bases, their preparation and their use in the antibacterial prevention and therapy, used alone or in association with antibacterials, antivirulence agents or drugs reinforcing the host innate immunity, and pharmaceutical compositions and associations containing them.
NEW MONOSACCHARIDE DERIVATIVES AND BIOLOGICAL APPLICATIONS THEREOF
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Page/Page column 19; 20, (2014/01/07)
The invention relates to monosaccharide derivatives formula (I) wherein the dotted line represents a possible second bond, X is CH2, CHF, CF2, CHOH, O, S or NH, Y is P (O) (ORa) (ORb) or P (O) (ORa) (NRaRb), A1 is O, S, NRa, N(CO)Ra, N(SO)Ra or N(SO2)Ra, A2 and A3 are H, F, NRcRd, NRc(CO)Rd, NRc(SO)Rd, NRc(SO2)Rd and ORC and A2 may also be an oxime NORc, A4 is H, F or OH, W1 and W2 are as defined in the application, as are Ra, Rb, Rc and Rd, and their addition salts thereof with acids and bases, their preparation and their use in the antibacterial prevention and therapy, used alone or in association with antibacterials, antivirulence agents or drugs reinforcing the host innate immunity, and pharmaceutical compositions and associations containing them.
Efficient synthesis of lactosaminylated core-2 O-glycans
Misra, Anup Kumar,Fukuda, Minoru,Hindsgaul, Ole
, p. 2667 - 2669 (2007/10/03)
A series of lactosaminylated oligosaccharides found in mucin type O-glycans was synthesized using a generalized block strategy. The synthesis involved the addition of a protected lactosamine donor to a partially protected T-disaccharide derivative. The nonreducing galactose residues of the deblocked oligosaccharide products could be removed by β-galactosidase from jack bean to produce the corresponding GlcNAc terminated compounds. A series of tri- to hexasaccharides was thus efficiently produced.
Synthesis of β-D-mannosides from β-D-glucosides via an intramolecular SN2 reaction at C-2
Gunther,Kunz
, p. 217 - 241 (2007/10/02)
The selective synthesis of β-D-mannosides was achieved by first synthesizing β-D-glucosides that carry an N-phenylcarbamoyl protecting group at O-3. These derivatives were transformed into the corresponding β-D-mannosides by intramolecular nucleophilic su
Synthesis of a tri- and a hepta-saccharide which contain alpha-L-fucopyranosyl groups and are part of the complex type of carbohydrate moiety of glycoproteins.
Loenn
, p. 105 - 113 (2007/10/02)
Reaction of a thioglycoside with methyl trifluoromethanesulfonate (methyl triflate) in the presence of a hydroxyl compound is an efficient glycosylation method. Thus, methyl triflate-promoted condensation of ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-1
