1250346-03-2

Upstream product

• 939-26-4 2-bromomethylnaphthyl bromide 
• 159407-19-9 phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside 

Downstream Products

• 1250346-19-0 phenyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside 
• 1620018-48-5 7'-octenyl 2-O-benzyl-4,6-O-benzyliden-β-D-mannopyranoside 
• 1620018-49-6 9'-decenyl 2-O-benzyl-4,6-O-benzyliden-β-D-mannopyranoside 
• 1430812-71-7 phenyl 3-O-benzyl-4,6-O-benzyliden-2-(2'-naphthylmethyl)-1-thio-α-D-mannopyranoside 

Relevant academic research and scientific papers

Total synthesis of epicoccamides A and D via olefin cross-metathesis

Epicoccamides A and D were synthesized through a route that utilizes fragment coupling via olefin cross-metathesis as a key step. The right-hand segment of the epicoccamides was synthesized by a tandem O-acylation-migration reaction, and the left-hand segments were stereoselectively synthesized through a modified version of Crich's β-selective mannosylation. The previously assigned absolute configuration of the epicoccamide D was confirmed, and that of epicoccamide A was assigned as (5S,2′S) based on the NMR and CD spectra. This Letter provides the first example of the total synthesis of epicoccamide A.

Versatile set of orthogonal protecting groups for the preparation of highly branched oligosaccharides

A new set of orthogonal protecting groups has been developed based on the use of a diethylisopropylsilyl (DEIPS), methylnaphthyl (Nap), allyl ether, and levulinoyl (Lev) ester. The protecting groups are ideally suited for the preparation of highly branche