294637-56-2

Upstream product

• 58871-10-6 3,4-di-O-benzyl-D-glucal 
• 98-88-4 benzoyl chloride 
• 110-91-8 morpholine 
• 294637-47-1 methyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-(4-chlorobenzyl)-β-D-glucopyranoside 
• 331281-66-4 Methyl 2-O-allyl-3,4-di-O-benzyl-β-D-glucopyranoside 
• 196703-95-4 1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol 
• 866885-28-1 methyl 3,4-di-O-benzyl-2-O-(9-fluorenylmethoxycarbonyl)-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 
• 866885-32-7 methyl 3,4-di-O-benzyl-2-O-para-methoxybenzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 
• 866885-24-7 methyl 3,4-di-O-benzyl-2-O-levulinoyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 
• 866885-29-2 methyl 2-O-allyl-3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 
• 866885-23-6 methyl 3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 
• 866885-30-5 methyl 3,4-di-O-benzyl-2-O-para-methoxybenzyl-6-O-triisopropylsilyl-β-D-glucopyranoside 
• 866885-31-6 ((2R,3R,4S,5R,6R)-5-Allyloxy-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-triisopropyl-silane 
• 866885-25-8 methyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-{2-[dimethyl(2-naphthylmethyl)silyl]ethoxycarbonyl}-β-D-glucopyranoside 

Downstream Products

• 1152487-54-1 methyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-methyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

Metal trifluoromethanesulfonate-catalyzed regioselective reductive ring opening of benzylidene acetals

A systematic study of various metal trifluoromethanesulfonates as efficient catalysts in the regioselective reductive ring opening of benzylidene acetals is described, including the effects of solvents, reducing agents, and temperature. These catalysts are found to be effective in cleaving the 4,6-O-acetal rings of hexopyranosides at either O4 or O6, respectively. When used in conjunction with a 1 M solution of BH3.THF in THF without extra addition of any solvent, it affects the ring fission at the O6 position to generate the corresponding primary alcohols, whereas O4-opening takes place in acetonitrile in the presence of dimethylethylsilane as the reductant leading to the secondary hydroxyl derivatives in high selectivity and yields. These methodologies can be applied to a wide range of substrates containing various functional groups.

Synthesis of monodeoxy and mono-O-methyl congeners of methyl β-d-mannopyranosyl-(1→2)-β-d-mannopyranoside for epitope mapping of anti-Candida albicans antibodies

A panel of six complementary monodeoxy and mono-O-methyl congeners of methyl β-d-mannopyranosyl-(1→2)-β-d-mannopyranoside (1) were synthesized by stereoselective glycosylation of monodeoxy and mono-O-methyl monosaccharide acceptors with a 2-O-acetyl-gluco

Synthesis of monodeoxy and mono-O-methyl congeners of methyl β-d-mannopyranosyl-(1→2)-β-d-mannopyranoside for epitope mapping of anti-Candida albicans antibodies

A panel of six complementary monodeoxy and mono-O-methyl congeners of methyl β-d-mannopyranosyl-(1→2)-β-d-mannopyranoside (1) were synthesized by stereoselective glycosylation of monodeoxy and mono-O-methyl monosaccharide acceptors with a 2-O-acetyl-gluco

Cu(OTf)2 as an efficient and dual-purpose catalyst in the regioselective reductive ring opening of benzylidene acetals

(Chemical Equation Presented) Reducing the choices. Cu(OTf)2 is an efficient and dual-purpose catalyst for the highly regioselective reductive ring openings of benzylidene acetals with either BH3 or Me 2EtSiH to give the corresponding primary and secondary alcohols (see scheme). Isotope studies have confirmed that both modes of ring cleavage proceed by an SN1 reaction pathway when borane or silane attack the acetal carbon center.

2-(Dimethyl (2-naphthylmethyl)silyl) ethoxy carbonate (NSEC) as a new mode of hydroxyl group protection

2-[Dimethyl(2-naphthylmethyl)silyl]ethoxy carbonate (NSEC) is a novel protecting group to mask hydroxyl groups. NSECCl is available in three steps from chlorodimethylvinylsilane and 2-(bromomethyl)naphthalene. Introduction and removal of the NSEC group ar

Protecting groups useful in the synthesis of polysaccharides, natural products, and combinatorial libraries

One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present

Metal trifluoromethanesulfonate-catalyzed regioselective borane-reductive ring opening of benzylidene acetals: A concise synthesis of 1,4-dideoxy-1,4-imino-L-xylitol

(equation presented) A highly regioselective borane-reductive ring opening of the 4,6-O-benzylidene-D-hexopyranosides to the corresponding 6-alcohols in excellent yields at room temperature via various metal trifluoromethanesulfonates as catalysts is desc

para-Chlorophenyl carbonate as a versatile hydroxyl protecting group

The p-chlorophenyl carbonate (CPC) group can be readily applied and rapidly removed in the presence of various protecting groups including pivaloyl and benzoyl esters. Additionally, the CPC group is stable under a variety of glycosylation conditions and yields solely β-linked glycosides when used as a C2 participating group.