179337-13-4

Upstream product

• 127753-94-0 ethyl 1-thio-α-L-rhamnopyranoside 
• 824-94-2 p-methoxybenzyl chloride 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 
• 73-34-7 L-rhamnose 

Downstream Products

• 197853-39-7 ethyl 2,4-di-O-[2(S)-methylbutyryl]-3-O-(p-methoxybenzyl)-1-thio-α-L-rhamnopyranoside 
• 179337-27-0 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-[2-O-benzoyl-4-O-methyl-3-O-(4-azido-2-O-benzoyl-3-O-methyl-β-D-quinovopyranosyl)-α-L-rhamnopyranosyl]-α-L-rhamnopyranoside 
• 179337-25-8 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-[2-O-benzoyl-3-O-(p-methoxybenzyl)-4-O-methyl-α-L-rhamnopyranosyl]-α-L-rhamnopyranoside 
• 179337-26-9 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(2-O-benzoyl-4-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 179337-15-6 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-3-O-(p-methoxybenzyl)-α-L-rhamnopyranoside 
• 179337-16-7 3-(Benzyloxycarbonylamino)propyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 197853-53-5 ethyl O-[2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl]-(1->3)-2,4-di-O-[2(S)-methylbutyryl]-1-thio-α-L-rhamnopyranoside 
• 179337-14-5 Ethyl 2,4-di-O-benzoyl-3-O-(p-methoxybenzyl)-1-thio-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

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.

The First Total Synthesis of Tricolorin A

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

Synthesis of haptenic trimers corresponding to the cell wall glycopeptidolipids of Mycobacterium avium serovar 12

The preparation of the spacer-containing trimers 2, 3-aminopropyl 3-O-[4-O-Me-3-O-(4-N-D,L-lactoyl-3-O-Me-β-D-Quip)-α-L-Rhap]-α- L-Rhap, derivatives of the antigenic determinant of the glycopeptidolipid from Mycobacterium avium serotype 12, are described.