821005-76-9

Upstream product

• 821005-72-5 1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-L-manno-heptitol-1-C-yl]-2,3-dideoxy-β-D-glycero-hex-2-en-4-ulopyranose 
• 33647-85-7 isolevoglucosenone 
• 140397-46-2 (2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal 
• 821005-74-7 1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-L-manno-heptitol-1-C-yl]-2,3-dideoxy-2-phenylthio-β-D-galacto-pyranose 

Relevant academic research and scientific papers

Synthesis of C-linked analogues of β-D-galactopyranosyl-(1→3)-D- galactopyranosides and of β-D-galactopyranosyl-(1→3)-D-galactal

Efficient and stereoselective methods for the preparation of C-disaccharides, such as 2 and 3c, have been developed. C-linked disaccharide derivatives mimicking O-β-d-galactopyranosyl-(1→3)-d- galactopyranosides (end groups in Core-B structures of biologically important proteoglycans) have been obtained from isolevoglucosenone and β-d-galactopyranosylcarbaldehyde derivatives. The β-d- galactopyranosyl-(1→3)-CH(OH)-d-galactal derivatives 3a (4,6-di-O-acetyl-3-C-[(1R)-1,3,4,5,7-penta-O-acetyl-2,6-anhydro-d-glycero-l- manno-heptito1-1-C-yl]-3-deoxy-d-galactal), 3b (4,6-di-O-benzyl-3-C-[(1R)-2,6- anhydro-1,3,4,5,7-penta-O-benzyl-d-glycero-l-manno-heptitol-1-C-yl] -3-deoxy-d-galactal) and the β-d-galactopyranosyl-(1→3)-CH 2-d-galactal 3c (4,6-O-diacetyl-3-C-) [6-O-acetyl-2,3,4-tri-O-(tert- butyl)dimethylsilyl-β-d-galactopyranosylmethyl]-3-deoxy-d-galactal have been prepared. One of them, 3a, has been shown to be a suitable agent for the O-glycosidation and the construction of glycoconjugates bearing the β-d-Galp-(1→3)-CH(OH)-d-Galp-O moiety.