𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of partially 3-deoxygenated (1→6)-α-d-glucopyranan

✍ Scribed by Kazukiyo Kobayashi; Hiroshi Sumitomo

Publisher
Elsevier Science
Year
1983
Tongue
English
Weight
442 KB
Volume
115
Category
Article
ISSN
0008-6215

No coin nor oath required. For personal study only.

✦ Synopsis

As shown in Scheme 1, the synthetic polysaccharide derivatives, 2,3,4-tri-Obenzyl-( l-+6)-a-D-glucopyranan (2) and 3-O-acetyl-2,4-di-O-benzyl-( l-+6)-a-D-glucopyranan (5) were reduced by sodium in hexamethylphosphoramide (HMPA) to give (l-6)-a-D-glucopyranan (3) and 3-deoxygenated (1 -+6)-cc-D-glucopyranan (6),

respectively. In addition to effective debenzylation, the ester in position 3 was reduced to the corresponding alcohol or alkane.

📜 SIMILAR VOLUMES

Synthesis of methyl 3-O-α-d-galactopyran
Synthesis of methyl 3-O-α-d-galactopyranosyl-6-O-α-d-mannopyranosyl-α-d-mannopyranoside, methyl 3-O-α-d-glucopyranosyl-6-O-α-d-mannopyranosyl-α-d-mannopyranoside, methyl 6-O-α-d-galactopyranosyl-3-O-α-d-mannopyranosyl-α-d-mannopyranoside, and methyl 6-O-α-d-glucopyranosyl-3-O-α-d-mannopyranosyl-α-d-mannopyranoside
✍ Per J. Garegg; Stefan Oscarson; Anna-Karin Tidén 📂 Article 📅 1990 🏛 Elsevier Science 🌐 English ⚖ 437 KB

The title trisaccharide glycosides were needed for studies of the interactions of &tins, receptor sites for bacteriophages with Salmonella lipopolysaccharide corespecificity, and correlation of n.m.r. chemical shifts and structure. The methods used in the syntheses were conventional. Thus, 2,3,4,6-