116013-34-4

Upstream product

• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 75671-00-0 (2R,3R,4R,5R,6S)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl methanesulfonate 
• 111727-15-2 (2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-ol 
• 162191-08-4 Methyl 2,3-di-O-benzyl-4-O-methyloxalyl-6-O-triphenylmethyl-α-D-glucopyranoside 
• 20231-38-3 (2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol 
• 19877-37-3 Methyl 2,3-di-O-benzyl-4-O-methanesulfonyl-6-O-triphenylmethyl-α-D-glucopyranoside 
• 19877-37-3 methyl 2,3-di-O-benzyl-4-O-(methylsulfonyl)-6-O-trityl-β-D-glucopyranoside 

Downstream Products

• 116013-32-2 Methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-threo-hex-4-enodialdo-1,5-pyranoside 
• 51385-54-7 methyl 4-deoxy-4-fluoro-β-D-galactopyranoside 
• 51996-35-1 methyl 2,3-di-O-benzyl-4-deoxy-4-fluoro-β-D-galactopyranoside 

Relevant academic research and scientific papers

Linearization of carbohydrate derived polycyclic frameworks

We report easy access to carbohydrate derived diverse tricyclic skeletons which could be beneficial for exploring polyfunctionalized chiral alicycles. The key reaction to assemble a sugar fused tricyclic core is intermolecular tandem esterification and 1,3-dipolar cycloaddition. The framework was elaborated using amide forming reactions, opening of isoxazolidine rings followed by N and O-acylations. The sequences provide distinct, spatially separated and encoded chemical entities that may pave the way to investigate cell functions.

Nafion-H mediated selective deprotection of terminal isopropylidene acetals and trityl ethers. Application in the synthesis of a substituted piperidone

A facile chemoselective hydrolysis of terminal isopropylidene acetals has been achieved in good to excellent yields within 2-4 h using Nafion-H in methanol at ambient temperature. This procedure has been employed to synthesize a substituted piperidone der

Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel

Terminal isopropylidene acetals are selectively cleaved to the corresponding 1,2-diols in good to excellent yields in 6-24 h at room temperature by using the 'HClO4?SiO2' reagent system. Likewise, trityl ethers are readily cleaved to the corresponding alcohols in good to excellent yields within 2-3 h at room temperature. Work-up involves merely filtration of the reagent followed by purification of the crude product.

NUCLEOPHILIC SUBSTITUTION VERSUS RADICAL REACTION FOR CARBOHYDRATES DEOXYGENATION: APPLICATION AT C-4 OF METHYL-α-D-GLUCOPYRANOSIDE DERIVATIVES

Two methods for deoxygenation at C-4 of methyl 2,3-di-O-benzyl-α-D-glucopyranoside are reported.The first one involves nucleophilic displacement of a secondary methane sulfonate by lithium triethylborohydride to afford methyl 2,3-di-O-benzyl-4-deoxy-α-D-x

Specificity of α- and β-D-galactosidase towards analogs of D-galactopyranosides modified at C-4 or C-5

In examining the stereochemistry of D-galactose oxidase, it was found that some 4-deoxy analogs of methyl β-D-galactopyranoside (1), particularly the 4-amino (2) and 4-fluoro (3) derivatives, are relatively good substrates of the enzyme.The same compounds