197916-04-4

Upstream product

• 180782-75-6 1-(methoxycarbonyl)pentadec-10(S)-yl O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 
• 127000-09-3 benzyl α-D-fucopyranoside 
• 3006-41-5 4,6-O-benzylidene-D-glucose 
• 191807-05-3 (S)-11-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexadecanoic acid methyl ester 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-6-deoxy-α-D-galactopyranose 
• 180782-63-2 1-(methoxycarbonyl)pentadec-10(S)-yl 3,4-O-isopropylidene-β-D-fucopyranoside 
• 4282-42-2 1-iodononane 
• 197853-45-5 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside 
• 197853-38-6 ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 197853-43-3 1-(tert-butyldimethylsiloxy)-11(S)-hexadecanyl acetate 
• 197853-44-4 11(S)-acetoxy-1-hexadecanoic acid 
• 197853-42-2 1-(tert-butyldimethylsiloxy)-11(S)-hexadecanol 
• 149051-24-1 ω-bromononanyl dimethyl-tert-butylsilyl ether 

Downstream Products

• 197916-06-6 methyl (11S)-11-[[(3-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoate 
• 180782-81-4 (S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone 

Relevant academic research and scientific papers

Total synthesis of tricolorin A

Tricolorin A (1) is a novel tetrasaccharide macrolactone that is a natural herbicide. In this paper is reported a total synthesis of 1. Coupling of hydroxy ester 18 with D-fucosyl trichloroacetimidate 23 gave fucoside 24. Removal of he C-2 pivaloyl group

The First Total Synthesis of Tricolorin A

Keywords: glycosylations; macrocycles; one-pot reactions; total synthesis; tricolorin A