METHYL-2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSIDE synthesis
- Product Name:METHYL-2,3,4,6-TETRA-O-BENZYL-D-GLUCOPYRANOSIDE
- CAS Number:84799-77-9
- Molecular formula:C35H38O6
- Molecular Weight:554.67
67-56-1
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Yield:84799-77-9 91%
Reaction Conditions:
Stage #1: phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranosidewith 2,4,6-tri-tertbutylpyridine;trifluoromethylsulfonic anhydride;1,1'-sulfinylbisbenzene in dichloromethane at -40; for 0.25 h;Molecular sieve;
Stage #2: methanol in dichloromethane at 20; for 3 h;
Stage #3: with triethylamine in dichloromethane at 20; for 0.25 h;stereoselective reaction;
References:
Buda, Szymon;Nawj, Miroslaw;Golbiowska, Patrycja;Dyduch, Karol;Michalak, Artur;Mlynarski, Jacek [Journal of Organic Chemistry,2015,vol. 80,# 2,p. 770 - 780]