316188-13-3

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 7473-36-1 ethyl 1-thio-α-D-mannopyranoside 
• 77-76-9 2,2-dimethoxy-propane 
• 316188-11-1 ethyl 6-O-[(tert-butyl)diphenylsilyl]-1-thio-α-D-mannopyranoside 

Downstream Products

• 220679-84-5 ethyl 1-thio-4-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside 
• 154920-23-7 Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-ethylsulfanyl-4-hydroxy-tetrahydro-pyran-3-yl ester 
• 220679-90-3 (2'R,3'R) Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-chloroacetyl-3-O-(4-O-chloroacetyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-galactopyranosyl)-1-thio-α-D-mannopyranoside 
• 220679-91-4 (2'R,3'R) Ethyl 4-O-benzyl-2-O-chloroacetyl-3-O-(4-O-chloroacetyl-2,3-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-galactopyranosyl)-1-thio-α-D-mannopyranoside 
• 220679-86-7 Chloro-acetic acid (2R,3S,4S,5R,6R)-5-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-ethylsulfanyl-4-trimethylsilanyloxy-tetrahydro-pyran-3-yl ester 
• 220679-79-8 Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-chloroacetyl-1-thio-α-D-mannopyranoside 
• 220679-85-6 Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside 
• 195192-35-9 ethyl 4-O-benzyl-2,3-O-isoproylidene-1-thio-α-D-mannopyranoside 
• 316188-22-4 benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[3-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranosid-3-O-yl)-1,3-dioxopropyl]-α-D-glucopyranoside 
• 316188-20-2 ethyl 2,4,6-tri-O-benzyl-3-O-[3-(tert-butoxy)-1,3-dioxopropyl]-1-thio-α-D-mannopyranoside 
• 316188-21-3 ethyl 2,4,6-tri-O-benzyl-3-O-(carboxyacetyl)-1-thio-α-D-mannopyranoside 
• 289057-12-1 ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 220009-34-7 benzyl 2-O-benzoyl-6-O-benzyl-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside 
• 316188-18-8 benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside 

Relevant academic research and scientific papers

Prearranged glycosides. Part 12. Intramolecular mannosylations of glucose derivatives via prearranged glycosides

A series of prearranged glycosides 5, 17, 23, 28, 37, and 41, having a benzyl-protected 1-thiomannosyl donor linked through its positions 2, 3, 4, and 6 via succinate and malonate tethers, respectively, to positions 2, 3, and 6 of a benzyl glucopyranoside acceptor, were prepared by condensation of the respective mannosyl succinates and malonates with suitably protected benzyl glucopyranosides. The prearranged glycosides were intramolecularly coupled under various conditions to give the corresponding tethered (1 → 4)-linked disaccharides. The yields and anomer ratios of the products of these couplings were interpreted in terms of the thermodynamic stability of the resulting disaccharides. In the case of prearranged glycoside 17, having positions 3 of both the donor and the acceptor linked by a succinate tether, a strong dependence of the diastereoselectivity of the intramolecular glycosylation on the activation procedure was observed. All other cases did not show a significant dependence of the outcome of the anomeric configuration in intramolecular glycosylation on the activation procedure or the solvent.

1,2-Diacetals in synthesis: Total synthesis of a glycosylphosphatidylinositol anchor of Trypanosoma brucei

A full account on a total synthesis of GPI anchor 1 employing butanediacetal (BDA) groups and a chiral bis(dihydropyran) is presented. The reactivity of selenium and thio glycosides was tuned by the use of BDA groups. This allowed the assembly of an appro

Dispiroketals in synthesis (part 5): A new opportunity for oligosaccharide synthesis using differentially activated glycosyl donors and acceptors

The reactivity of dispiroketal protected thioglycosides makes them useful new precursors for oligosaccharide synthesis as is illustrated by the preparation of a protected pentasaccharide unit common to the variant surface glycoprotein of Trypanosoma bruce