19877-37-3

Upstream product

• 20231-38-3 (2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol 
• 124-63-0 methanesulfonyl chloride 
• 162191-08-4 Methyl 2,3-di-O-benzyl-4-O-methyloxalyl-6-O-triphenylmethyl-α-D-glucopyranoside 

Downstream Products

• 116013-34-4 (2R,3R,4R,5R,6S)-4,5-bis(benzyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-yl methanesulfonate 
• 20688-89-5 Methanesulfonic acid (2R,3R,4R,5R,6R)-4,5-bis-benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester 
• 51996-35-1 methyl 2,3-di-O-benzyl-4-deoxy-4-fluoro-β-D-galactopyranoside 
• 108164-50-7 Methyl 2,3-di-O-benzyl-4-deoxy-α-D-xylo-hexopyranoside 

Relevant academic research and scientific papers

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