108470-24-2

Upstream product

• 108470-22-0 (2S,3R)-2-{(2S,3R,5R,6S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-6-isopropoxy-5-methyl-tetrahydro-pyran-2-yl}-hex-5-en-3-ol 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 113919-01-0 5(R)-<5(R)-(2-hydroxyethyl)-2(S)-isopropyloxy-3(R)-methyl-6(S)-tetrahydropyranyl>-4(R)-hydroxy-1-hexane 
• 58399-55-6 3-deoxy-3-C-<(ethoxycarbonyl)methyl>-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 18427-19-5 1,2;5,6-di-O-isopropylidene-3-(2-hydroxyethyl)-α-D-allofuranoside 
• 108470-20-8 5(R)-<2-(tert-butyldimethylsilyloxy)ethyl>-6(S)-(2-hydroxy-1(S)-methyl-1(S)-ethyl)-2(S)-isopropyloxy-3(R)-methyltetrahydropyran 
• 108470-18-4 3-C-(2-benzyloxyethyl)-3,5-dideoxy-1,2-O-isopropylidene-5-C-methyl-β-L-talofuranose 
• 108470-21-9 2(R)-5(R)-<2-(tert-butyldimethylsilyl)ethyl>-2(S)-isopropyloxy-3(R)-methyl-6(S)-tetrahydropyranylpropanal 
• 113918-88-0 1-[(3aR,6R,6aR)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol 
• 96181-79-2 5(R)-(2-hydroxyethyl)-2(S)-isopropyloxy-6(S)-<2-(4-methoxybenzyloxy)-1(S)-methyl-1(S)-ethyl>-3-(R)-methyl-tetrahydropyran 
• 113918-87-9 (3aR,5S,6R,6aR)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]tetrahydrofuro[2,3-d][1,3]dioxole 
• 108470-17-3 3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose 
• 108470-19-5 (2R,3R,4S)-2-C-(2-benzyloxyethyl)-3-formyloxy-5-(4-methoxybenzyloxy)-4-methylpentanal 
• 96181-86-1 (2S,5S,6S)-2-benzyloxyethyl-5,6-dihydro-2-isopropyloxy-6-<2-(4-methoxybenzyloxy)-1(S)-methylethyl>-3-methyl-2H-pyran 

Downstream Products

• 113957-01-0 (2S,3R,5R,6S)-5-[2-(3,4-Dimethoxy-benzyloxy)-ethyl]-6-((1S,2R)-2-hydroxy-1-methyl-pent-4-enyl)-3-methyl-tetrahydro-pyran-2-ol 
• 108470-25-3 (4R,5S,6S,7R,9R)-7-<2-(3,4-dimethoxybenzyloxy)ethyl>-5,9-dimethyl-4,6-isopropylidenedioxy-1-decen-10-ol 
• 113957-02-1 (4R,5S,6S,7R,9R)-7-<2-(3,4-dimethoxybenzyloxy)ethyl>-5,9-dimethyl-4,6,10-trihydroxy-1-decene 
• 113957-03-2 (2R,4R,5S,6S,7R)-4-<2-(3,4-dimethoxybenzyloxy)ethyl>-2,6-dimethyl-5,7-isopropylidenedioxy-9-decenal 
• 113957-04-3 [(3R,5R)-5-((4S,5S,6R)-6-Allyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-7-(3,4-dimethoxy-benzyloxy)-2-hydroxy-3-methyl-heptyl]-phosphonic acid dimethyl ester 
• 113918-79-9 dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate 
• 108470-14-0 (3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid 
• 108470-27-5 6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide 
• 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 

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