193359-92-1

Upstream product

• 28697-53-2 D-arabinopyranose 
• 108-98-5 thiophenol 
• 19186-37-9 1,2,3,4-tetra-O-acetyl-α-D-arabinopyranose 
• 107961-02-4 phenyl 2,3,4-tri-O-acetyl-1-thio-α-D-arabinopyranoside 

Downstream Products

• 193359-93-2 (3aR,6R,7S,7aS)-2,2-Dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 193359-94-3 (3aR,6R,7S,7aR)-7-Methoxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 1092981-99-1 phenyl 2,3,4-tri-O-tert-butyldimethylsilyl-1-thio-α-D-arabinopyranoside 

Relevant academic research and scientific papers

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.

Synthetic studies on glycosphingolipids from protostomia phyla: Synthesis of glycosphingolipid from the marine sponge Spheciospongia vesparia and its analogue

Stereocontrolled syntheses of a neutral glycosphingolipid found from a marine sponge Spheciospongia vesparia and its analogue have been accomplished. Disaccharide glycosphingolipids, β-D-Arap-(1→6)-β-D-Glcp-(1?1)-Cer (1) and α-D-Arap-(1→6)-β-D-Glcp-(1?1)-Cer (2), were synthesized from suitable monosaccharide donors and an acceptor by stepwise synthesis.

Design, synthesis and biological evaluation of carbohydrate-based mimetics of cRGDFV

The design, synthesis and preliminary biological evaluation of carbohydrate-based non-peptide mimetics of the potent peptidic antagonist of α(v)β3 and α(v)β5, pentapeptide cRGDFV (1) is presented. The design was based on the NMR-determined structure of 1.