126394-06-7

Upstream product

• 82529-87-1 (3aR,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 329899-64-1 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 329899-60-7 (3aR,6S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 824-94-2 p-methoxybenzyl chloride 
• 109536-51-8 1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose 
• 115693-78-2 1,2:5,6-di-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 222846-05-1 1,2-isopropylidene-3,5-di-O-p-methoxybenzyl-D-xylofuranose 
• 82529-87-1 (3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde 
• 69940-04-1 1-[(3aR,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol 

Downstream Products

• 113643-37-1 (3aR,6S,6aR)-5-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 107207-31-8 (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanol 
• 113643-38-2 (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanal 
• 107207-30-7 (4R,5R)-4-Benzyloxymethyl-5-(4-methoxy-benzyloxy)-2,2-dimethyl-[1,3]dioxane 
• 113981-32-1 (4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one 
• 113643-42-8 (R)-3-<(2R,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-yne 
• 113643-41-7 (2S,5R,6R)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-5,7-isopropylidenedioxy-6-(4-methoxybenzyloxy)heptan-2-ol 
• 113656-57-8 (2S,5R,6R)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-7-tert-butyldimethylsilyloxy-6-(4-methoxybenzyloxy)heptane-2,5-diol 
• 113643-43-9 (3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol 
• 126365-86-4 (1R,5R,7S)-1-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-7-((4S,5S,6R)-5,6-diethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-benzyloxy)-5-methyl-oct-2-yn-4-ol 
• 113643-44-0 (R)-1-<(3R,5R,6S)-6-<(1R,2R)-2-acetoxy-1-ethylbutyl>-2-methoxy-3,5-dimethyltetrahydropyran-2-yl>-3-<(5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-yne 
• 113643-45-1 (1Z,3R)-1-<(3R,5R,6S)-6-<(1R,2R)-2-acetoxy-1-ethylbutyl>-2-methoxy-3,5-dimethyltetrahydropyran-2-yl>-3-<(5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-ene 
• 113656-58-9 (1R,5R,7S,8S,9S,10R)-1-<(2RS,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-9-ethyl-8,10-isopropylidenedioxy-1-(4-methoxybenzyloxy)-5,7-dimethyldodec-2-yn-4-one 
• 120269-74-1 (2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol 

Relevant academic research and scientific papers

A mild and selective cleavage of trityl ethers by CBr4-MeOH

Trityl ethers are selectively deprotected to the corresponding alcohols in high yields by CBr4 in refluxing methanol under neutral reaction conditions. Other hydroxyl protecting groups like isopropylidene, allyl, benzyl, acetyl, benzoyl, methyl

Regioselective deprotection of p-methoxybenzyl ethers of furanose derivatives

Reaction of per-p-methoxybenzylated hexofuranoses and pentofuranoses with either a catalytic amount of tin chloride dihydrate (SnCl2·2H2O) or 0.5-10% solution of trifluoroaoetic acid in dichloromethane afforded regioselectively the corresponding monosaccharide derivatives having a single free hydroxyl group at C(5) in good yields.

STEREOSELECTIVE SYNTHESIS OF THE MIDDLE (C10-C17) AND RIGHT (C18-C30) SEGMENTS, AND THEIR COUPLING TO COMPLETE A FORMAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC SALINOMYCIN

The middle (C10-C17) and right (C18-C30) segments of the polyether antibiotic salinomycin were stereoselectively synthesized from D-glucose, D-mannitol, and ethyl L-lactate.Coupling of the two segments followed by construction of the bisketal ring system gave the C10-C30 segment, which was already converted to salinomycin by Kishy.