180782-75-6

Upstream product

• 180782-63-2 1-(methoxycarbonyl)pentadec-10(S)-yl 3,4-O-isopropylidene-β-D-fucopyranoside 
• 180782-72-3 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate 
• 197853-38-6 ethyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 4282-42-2 1-iodononane 
• 32556-71-1 1-octyn-3-ol 
• 126900-97-8 benzyl 6-deoxy-3,4-O-isopropylidene-6-phenylthio-α-D-galactopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-6-deoxy-α-D-galactopyranose 
• 32934-24-0 ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 197915-84-7 3,4-O-isopropylidene-2-O-pivaloyl-α-D-fucopyranose 
• 197853-45-5 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside 
• 197853-43-3 1-(tert-butyldimethylsiloxy)-11(S)-hexadecanyl acetate 
• 197853-44-4 11(S)-acetoxy-1-hexadecanoic acid 

Downstream Products

• 197916-04-4 methyl (11S)-11-[[(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 
• 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 
• 180782-78-9 1-(hydroxycarbonyl)pentadec-10(S)-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 

Relevant academic research and scientific papers

The First Total Synthesis of Tricolorin A

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

Total synthesis of tricolorin A

Tricolorin A (1), a structurally amazing resin glycoside with promising bioactivities from Ipomoea tricolor cav. (convolvulaceae), was synthesized in a total of 45 steps, with the longest linear sequence of 20 steps and overall yield of 0.65% from D-mannitol. The AB disscharide 19-membered lactone 2 was constructured by a regioselective macrolactonization using Corey-Nicolaou protocol. The macrolactone tetrasaccharide 33 was realized either by 'one- pot two-step' glycosylation procedure or by a stepwise assembly employing the 'armed-disarmed' glycosylation strategy.

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