96181-79-2

Upstream product

• 96181-86-1 (2S,5S,6S)-2-benzyloxyethyl-5,6-dihydro-2-isopropyloxy-6-<2-(4-methoxybenzyloxy)-1(S)-methylethyl>-3-methyl-2H-pyran 
• 113918-93-7 3-C-(2-benzyloxyethyl)-5-C-(tert-butyldimethylsilyloxy)methyl-3,5-dideoxy-1,2-O-isopropylidene-α-D-allofuranose 
• 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 
• 113918-90-4 1-[(3aR,5S,6S,6aR)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethanone 
• 113918-94-8 3-C-(2-benzyloxyethyl)-3,5-dideoxy-1,2-O-isopropylidene-6-O-(4-methoxybenzyl)-5-C-methyl-β-D-talofuranose 
• 113918-97-1 (2Z,4S,5S,6S)-4-(2-benzyloxyethyl)-5-hydroxy-2,6-dimethyl-7-(4-methoxybenzyloxy)hept-2-enoic acid δ-lactone 
• 113918-98-2 (2S,5S,6S)-5-(2-Benzyloxy-ethyl)-6-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-3-methyl-5,6-dihydro-2H-pyran-2-ol 
• 113918-89-1 (R)-1-{(3aR,5S,6R,6aR)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl}-2-tert-butyldimethylsilyloxyethanol 
• 113918-95-9 (2S,3R,4S,5R)-4-(2-Benzyloxy-ethyl)-5-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-tetrahydro-furan-2,3-diol 
• 113918-91-5 3-C-(2-benzyloxyethyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose 
• 113918-88-0 (R)-1-{(3aR,5S,6R,6aR)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl}ethane-1,2-diol 
• 108470-19-5 (2R,3R,4S)-2-C-(2-benzyloxyethyl)-3-formyloxy-5-(4-methoxybenzyloxy)-4-methylpentanal 
• 108470-17-3 3-C-(2-benzyloxyethyl)-6-O-(tert-butyldimethylsilyl)-3,5-dideoxy-1,2-O-isopropylidene-5-methylene-α-D-ribo-hexofuranose 
• 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 

Downstream Products

• 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 

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

ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL)AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS

The 4-methoxybenzyl (MPM) protecting group for hydroxy functions is readily removed with DDQ in dichloromethane containing a small amount of water at room temperature.Under these neutral conditions, several other protecting and functional groups remained unchanged. 3,4-Dimethoxybenzyl (DMPM groups are more reactive than MPM groups with DDQ.The benzyl (Bn) protecting group was removed by catalitic hydrogenation over Raney nickel.Selective deprotection of DMPM, MPM and Bn groups is also presented.

SELECTIVE HYDROGENOLYSIS OF THE BENZYL PROTECTING GROUP FOR HYDROXY FUNCTION WITH RANEY NICKEL IN THE PRESENCE OF THE MPM (4-METHOXYBENZYL) AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS

The benzyl protecting group for hydroxy function was selectively removed by catalytic hydrogenolysis with Raney nickel in the presence of the MPM (4-methoxybenzyl) and DMPM (3,4-dimethoxybenzyl) protecting groups, and applied to the synthesis of some synt