53685-10-2

Upstream product

• 100-39-0 benzyl bromide 
• 40269-01-0 methyl 3,4-O-isopropylidene-α-D-galactopyranoside 
• 145933-55-7 methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-α-D-lyxo-hexopyranosyl-2-ulose 
• 10257-28-0 D-Galactose 
• 3396-99-4 methyl α-D-galactopyranoside 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 23392-30-5 methyl 6-O-benzyl-α-D-galactopyranoside 
• 59-23-4 D-Galactose 
• 35526-05-7 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 104530-14-5 Methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-α-D-galactopyranoside 
• 28542-03-2 methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 

Downstream Products

• 80326-17-6 methyl 3,4-bis(O-(p-bromobenzoyl))-α-D-galactopyranoside 
• 53008-63-2 methyl 2,6-di-O-benzyl-3,4-bis(O-(p-bromobenzoyl))-α-D-galactopyranoside 
• 128536-98-1 Methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-p-tolylsulfonyl-α-D-galactopyranoside 
• 116391-15-2 methyl 2,6-di-O-benzyl-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-D-galactopyranoside 
• 137896-77-6 O-2,6-di-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranosyl trichloroacetimidate 
• 137896-78-7 O-2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl trichloroacetimidate 
• 137896-86-7 allyl O-(2,6-di-O-benzyl-3,4-isopropylidene-α-D-galactopyranosyl)-(1->3)-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 137896-87-8 allyl O-(2,6-di-O-benzyl-3,4-isopropylidene-β-D-galactopyranosyl)-(1->3)-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 137896-88-9 allyl O-(2,6-di-O-benzyl-3,4-isopropylidene-α-D-galactopyranosyl)-(1->4)-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 93495-81-9 (2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6S)-6-((2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-propoxy-tetrahydro-pyran-3-yloxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 137896-75-4 2,6-di-O-benzyl-3,4-O-isopropylidene-α/β-D-galactopyranoside 
• 53685-12-4 (3R,4S,5R,6R)-3-Benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2,4,5-triol 

Relevant academic research and scientific papers

Regioselectivity of glycosylation reactions of galactose acceptors: An experimental and theoretical study

Regioselective glycosylations allow planning simpler strategies for the synthesis of oligosaccharides, and thus reducing the need of using protecting groups. With the idea of gaining further understanding of such regioselectivity, we analyzed the relative

Synthesis of Rare Deoxy Amino Sugar Building Blocks Enabled the Total Synthesis of a Polysaccharide Repeating Unit Analogue from the LPS of Psychrobacter cryohalolentis K5T

Lipopolysaccharides (LPSs) play key roles in humoral immunity. Recently, the LPS structure of the Psychrobacter cryohalolentis K5T strain was reported. Due to the presence of unnatural amino sugars and branched linkages, its structure is unique. Herein we report the total synthesis of an LPS analogue of P. cryohalolentis K5T. After overcoming the issues like ring conformation changes and elimination of triflate, we were able to develop a strategy for the synthesis of the newly reported 2,3,4-triacetamido-2,3,4-trideoxy-l-arabinose derivative. Coupling of different donors with suitable acceptors from the nonreducing end to the reducing end and further functional group modifications delivered the protected LPS hexasaccharide repeating unit. After functional group modifications, we were unable to oxidize the hindered primary hydroxyl group to synthesize the target molecule. Alternatively, removal of the permanent protecting groups afforded the LPS hexasaccharide repeating unit analogue of Psychrobacter cryohalolentis K5T.

A novel O-fucosylation strategy preactivated by (p-Tol)2SO/Tf2O and its application for the synthesis of Lewis blood group antigen Lewisa

Based on a preactivation strategy using (p-Tol)2SO/Tf2O, a new O-fucosylation method with thioglycoside as donor under mild conditions was reported. High yields and excellent α-stereoselectivities of the fucosylation were obtained wi

Regiospecific synthesis of 4-deoxy-D-threo-hex-3-enopyranosides by simultaneous activation-elimination of the talopyranoside axial 4-OH with the NaH/Im2SO2 system: Manifestation of the stereoelectronic effect

A new and high-yielding method for the regioselective preparation of 4-deoxy- and 2,4-dideoxy-2-acetamido-β-D-threo-hex-3-enopyranosides has been developed. The process involves a simultaneous activation-elimination of the OH-4 group of β-D-talopyranoside

Synthesis of some di- and trisaccharides related to the repeating unit of the antigen from Klebsiella type 20

Starting from D-galactose, D-glucuronolactone, and D-mannose, two trisaccharides and two disaccharides related to the repeating unit of Klebsiella type 20 have been synthesised using methyl triflate as promoter with success.

Synthesis of Globotriaosylceramide (Gb3) and Isoglobotriaosylceramide (isoGb3)

The synthesis of globotriaosylceramide (1) was based on O-galactosyl trichloroacetimidate 5α as donor and 4b-O-unprotected lactose 7 as acceptor; 7 was readily accessible from lactose.Glycosylation by an "inverted procedure" afforded preferentially the α-

Synthesis and biological activities of methyl oligobiosaminide and some deoxy isomers thereof.

Methyl oligobiosaminide (1) the core structure of oligostatin C, and five analogues, the 6-hydroxy-(2), 2-deoxy- (3), 2-deoxy-6-hydroxy- (4), 3-deoxy- (5), and 3-deoxy-6-hydroxy derivatives (6), were synthesized by coupling the protected pseudo-sugar epoxide 46 with suitable methyl 4-amino-4-deoxy-alpha-D-hexopyranoside derivatives. Compounds 3 and 6 showed notable inhibitory activity against alpha-D-glucosidase and alpha-D-mannosidase, respectively, whereas compound 1 had almost no activity.