131089-35-5

Upstream product

• 114217-35-5 methyl 6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 100288-60-6 tert-butyldiphenylsilyl ether 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 63167-69-1 methyl 2,3-O-isopropylidene-α-D-mannopyranoside 
• 131089-34-4 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside 
• 3396-99-4 methyl α-D-galactopyranoside 

Downstream Products

• 124780-61-6 ((3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy)-tert-butyl-diphenyl-silane 
• 150161-11-8 Methyl 4-O-benzyl-6-O-tert-butyldiphenylsilyl-2,3-di-O-isopropylidene-α-D-mannopyranoside 
• 131089-36-6 methyl 6-O-tert-butyldiphenylsilyl 2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside 
• 172688-48-1 methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranoside 
• 213767-14-7 methyl 2-O-acetyl-3-O-allyl-4-O-benzyl-α-D-mannopyranoside 
• 213767-26-1 methyl 4-O-benzyl-6-O-(8'-hydroxyoctyl)-α-D-mannopyranoside 
• 213766-15-5 methyl 3-O-allyl-4-O-benzyl-6-O-methanesulfonyl-α-D-mannopyranoside 
• 213767-29-4 methyl 3-O-allyl-4-O-benzyl-6-O-(8'-hydroxyoctyl)-α-D-mannopyranoside 
• 213767-20-5 methyl 2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-methanesulfonyl-α-D-mannopyranoside 
• 213766-99-5 (2S,3S,4R,5S,6R)-5-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3,4-diol 
• 213766-35-9 Methanesulfonic acid 8-((2R,3R,4R,5S,6S)-4-allyloxy-3-benzyloxy-5-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-octyl ester 
• 213767-05-6 (2S,3S,4R,5R,6R)-4-Allyloxy-5-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-ol 
• 213767-10-3 Acetic acid (2S,3S,4S,5R,6R)-4-allyloxy-5-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl ester 
• 213767-23-8 methyl 4-O-benzyl-2,3-O-isopropylidene-6-O-(8'-trityloxyoctyl)-α-D-mannopyranoside 

Relevant academic research and scientific papers

One-pot synthesis of orthogonally protected sugars through sequential base-promoted/acid-catalyzed steps: A solvent-free approach with self-generation of a catalytic species

A varied set of solvent-free, one-pot synthetic sequences were developed to carry out the orthogonal protection of saccharide polyols. These sequences are composed of an initial regioselective benzylation, silylation or iodination (under mildly basic cond

Chemoenzymatic synthesis of GDP-azidodeoxymannoses: Non-radioactive probes for mannosyltransferase activity

GDP-2-, 3-, 4- or 6-azidomannoses can be successfully prepared from the corresponding azidomannose-1-phosphates and GTP using the enzyme GDP-Mannosepyrophosphorylase (GDP-ManPP) from Salmonella enterica and may serve as useful probes for mannosyltransferase activity. The Royal Society of Chemistry.

Preparation of cyclic peptide antifungal agents

The present invention provides phosphonylating agents and phosphonylation conditions that are compatible with the acid- and base-sensitive compounds and which promote a regioselective and reproducible conversion to a phosphonate compound. Also provided are intermediates that may be used to prepare phosphonate derivatives of cyclic peptides antifungal agent and a process for converting the phosphonates to the desired phosphonic acid prodrugs.

Tetrazoles of manno- and rhamno- furanoses

The synthesis of [3.3.0] bicyclic tetrazoles derived from D-manno and D- rhamnofuranose staffing from D-mannose, and of L-rhamnofuranose starting from L-rhamnose is described. The key step in the formation of all three examples of this novel class of sugar mimics is an intramolecular [1,3]dipolar cycloaddition of azide and nitrile moieties.

Synthesis of Tethered Trisaccharides to Probe Inter-Saccharide Flexibility in Carbohydrate - Protein Interactions

Two crystal structures of the trisaccharide epitope α-D-Galp(1→2)[α-D-Abep(1→3)α-D-Manp1→OCH 3 1 bound to antibody Fab and single-chain Fv fragments have been used to guide the design of an intramolecular tether that constrains the trisaccharid

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.

Tetrazoles of manno- and rhamno-furanoses

The synthesis of tetrazoles derived from D-mannofuranose and both enantiomers of rhamnofuranose provides the first examples of tetrazole analogues of carbohydrates in the furanose form. The D-furanotetrazoles are potential mannosidase inhibitors whereas the L-rhamnotetrazole may interfere with the biosynthesis of cell walls of mycobacteria and provide a strategy for the treatment of tuberculosis and leprosy.

Stereocontrolled lincomycin synthesis

The synthesis from methyl α-D-galactopyranoside (6) of methyl thiolincosaminide (2), the direct synthetic precursor to lincomycin (1), is presented. The key step for controlling the off-pyranose stereocenters C-6 and C-7 is a novel intramolecular nitrogen delivery reaction using epoxy alcohol 10. Reaction of 10 with dimethylcyanamide in the presence of sodium hydride and imidazole leads to the oxazoline 14, a protected vicinal amino alcohol. The synthesis is completed by efficient exchange of acetal for thioacetal, followed by hydrolysis of the oxazoline and removal of the benzyl groups. The target 2 is obtained in 22 steps and 28% overall yield from 6.