161365-13-5

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 123-11-5 4-methoxy-benzaldehyde 
• 473711-72-7 methyl 2,3-di-O-trimethylsilyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 2641-79-4 methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside 
• 104-88-1 4-chlorobenzaldehyde 
• 555-16-8 4-nitrobenzaldehdye 
• 100-52-7 benzaldehyde 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 66-99-9 β-naphthaldehyde 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 77449-14-0 (3aR,4S,5aR,8R,9aR,9bS)-2,2-Dibutyl-4-methoxy-8-phenyl-hexahydro-1,3,5,7,9-pentaoxa-2-stanna-cyclopenta[a]naphthalene 

Downstream Products

• 693807-07-7 (2R,4aR,6S,8S,8aR)-6-Methoxy-8-(4-methoxy-benzyloxy)-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one 
• 199918-03-1 methyl 2,3-bis-O-(4-methoxybenzyl)-4,6-O-phenylmethylene-α-D-glucopyranoside 
• 1425503-90-7 C₅₄H₅₉N₃O₁₂S 
• 1425503-84-9 C₄₄H₄₅N₃O₁₁ 
• 1425503-83-8 C₄₆H₅₁N₃O₁₁S 
• 7115-19-7 methyl β-D-glucopyranosyl-<1->3>-α-D-glucopyranoside 
• 7322-42-1 methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-acetyl-α-D-galactopyranoside 
• 1425503-88-3 methyl 2-O-(2-azidobenzyl)-4,6-O-benzylidene-3-O-p-methoxybenzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Organotin-catalyzed regioselective benzylation of carbohydrate trans-diols

A convenient approach to regioselective benzylation of carbohydrate trans-diols was developed, where 0.1 equiv. of Bu2SnCl2 and 0.1 equiv. of TBABr were used as the catalysts and 2.0 equiv. of BnCl was used as the benzylation reagent. In most cases, similar or better benzylation regioselectivities and isolated yields were obtained by using catalytic amounts of Bu2SnCl2, rather than stoichiometric amounts of organotin reagents required.

METHOD FOR PREPARING HEXOSE DERIVATIVES

A method for preparing hexose derivatives comprises the steps of providing a silylated hexose, treating the silylated hexose with a first carbonyl compound in the presence of a catalyst to form an ketalized hexose, treating the ketalized hexose with a second carbonyl compound followed by treating with a first reductant to form an etherized hexose, and converting the etherized hexose into a target hexose derivative, which can be 2-alcohol hexose, 3-alcohol hexose, 4-alcohol hexose, or a 6-alcohol hexose. In particular, the present invention can prepare the hexose derivatives with highly regioselective scheme to protect individual hydroxyls of monosaccharide units and install an orthogonal protecting group pattern in a one-pot manner

Grignard additions to 2-uloses: Synthesis of stereochemically pure tertiary alcohols

The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product.

Synthesis of biologically potent α1 →2-linked disaccharide derivatives via regioselective one-pot protection - Glycosylation

A highly regioselective benzyl and allyl protection of D-hexopyranosides allows their application in the synthesis of biologically potent α1→2 linked disaccharide derivatives by means of a regioselective one-pot protection-glycosylation (see scheme).

On the selectivity of stannylene-mediated alkylation and esterification of methyl 4,6-O-benzylidene α-D-glucopyranoside

Keywords: Methyl 4,6-O-benzylidene-α-D-glucopyranoside; Regiospecificity; Alkylation; Esterification; Stannylene