108470-27-5

Upstream product

• 113918-81-3 1(R)-ethyl-5-formyl-2(R)-(4-methoxybenzyloxy)oxymethyl-3(Z)-pentenyl (3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyl)oxyethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoate 
• 108470-16-2 (2S,3R)-3-hydroxy-2-<(4-methoxybenzyl)oxymethyl>pentanal 
• 108470-13-9 5(R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenal 
• 108470-15-1 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hexofuranose 
• 113956-97-1 3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hexofuranose 
• 824-94-2 p-methoxybenzyl chloride 
• 81114-61-6 ((3aR,5R,6R,6aR)-5-Ethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-methanol 
• 108470-24-2 5(S)-(5(R)-<2-(3,4-dimethoxybenzyloxy)ethyl>-2(S)-isopropyloxy-3(R)-methyl-6(S)-tetrahydropyranyl)-4(R)-hydroxy-1-hexene 
• 108470-25-3 (4R,5S,6S,7R,9R)-7-<2-(3,4-dimethoxybenzyloxy)ethyl>-5,9-dimethyl-4,6-isopropylidenedioxy-1-decen-10-ol 
• 64638-65-9 5,6-dideoxy-1,2-O-isopropylidene-α-D-erythro-hexofuranos-3-ulose 
• 69832-48-0 ((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol 
• 113956-99-3 ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate 
• 113956-96-0 1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hex-5-enofuranose 
• 113957-00-9 1,5(R)-dihydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptene 

Downstream Products

• 61219-81-6 Tylonolide Hemiacetal 
• 113918-82-4 6''-dihydro-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide 
• 113918-83-5 14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide 
• 113918-84-6 14'-O-(4-methoxybenzyl)tylonolide hemiacetal 

Relevant academic research and scientific papers

TOTAL SYNTHESIS OF TYLONOLIDE, THE AGLYCONE OF THE 16-MEMBERED RING MACROLIDE TYLOSIN, FROM D-GLUCOSE. SELECTIVE APPLICATION OF MPM AND DMPM PROTECTING GROUPS FOR HYDROXY FUNCTIONS

Segments i (C11-C17) and ii (C1-C10), synthesized from D-glucose by employing some stereoselective reactions and benzyl-type protecting groups, were esterified and cyclized to the 16-membered enone , which was readily converted to tylonolide, the aglycone