356047-10-4

Upstream product

• 58527-86-9 Benzyl 2,3-di-O-benzyl-α-D-glucopyranoside 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 356047-14-8 benzyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside 
• 356047-12-6 benzyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methoxybenzyl)-α-D-glucopyranoside 

Relevant academic research and scientific papers

A practical synthesis of benzyl α- and allyl β-D-glucopyranosides regioselectively substituted with (CH2)3OH groups: Stereocontrolled β- galactosidation by cation π-interaction

In a simple and efficient two-step reaction, the 2,3- and 4,6-di-O- hydroxypropyl regioselectively-functionalized glucose derivatives, 5, 12 and 13 were synthesized by reaction of the allyl 4,6-O-benzylidene-β-D- glucopyranoside (1), allyl 2,3-di-O-benzyl

Synthesis of trisaccharides and tetrasaccharides by means of intramolecular glycosylation supported by rigid spacers

Treatment of α,α′-dibromo-m-xylylene with 6-O-unprotected thiomaltoside 4 as glycosyl donor (→ 5), followed by 4-O-unprotected galactoside derivative 6 as acceptor, afforded β-linked macrocyclic trisaccharide 9β in high yield after removal of the 3-O-MPM protective group and subsequent intramolecular glycoside bond formation. Similarly, by the same sequence of steps, the corresponding tetrasaccharide 14β was obtained from 5 and 4b-O-unprotected lactoside 11. For reiterative glycoside bond formation, treatment of α,α′-dibromo-m-xylylene with 3-O-unprotected thioglycoside 15 as donor (→ 16), followed by 4,6-O-unprotected glucoside, and subsequent glycosylation afforded macrocyclic maltotrioside 22, which was transformed into known maltotrioside 23. A sight modification of the protecting-group pattern in maltotrioside synthesis resulted in generally higher yields in the ligation of the building blocks to the m-xylylene spacer, particularly in the second glycosylation step, thus providing macrocyclic maltotrioside 40α, which was transformed into known maltotriosides 41α and 41β.