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Synthesis of the principal chain of the o-antigenic polysaccharides ofShigella flexneri. Communicaton 5. Synthesis of o-(4,6-di-o-benzoyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-(1 → 2)-o-(3,4-di-o-benzoyl-α-L-rhamnopyranosyl)-(1 → 2)-o-(3,4-di-o-benzoyl-α-L-rhamnopyransoyl)-(1→ 3)-4-o-benzoyl-1,2-o-[1-(exocyano)ethylidene]-β-L-rhamnopyranose, a monomer precursor for polycondensation

✍ Scribed by N. É. Bairamova; Yu. E. Tsvetkov; L. V. Bakinovskii; N. K. Kochetkov

Book ID
112487368
Publisher
Springer
Year
1985
Tongue
English
Weight
639 KB
Volume
34
Category
Article
ISSN
1573-9171

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Synthesis of the principal chain of the
Synthesis of the principal chain of the 0-antigenic polysaccharides ofShigella flexneriCommunication 1. Synthesis of 2,4- and 3,4-di-o-benzoyl-α-L-rhamnopyranosides by a combination of selective acylation and deacetylation, and the synthesis of 1,2-di-o-acetyl-3,4-di-o-benzoyl-L-rhamnopyranose via 1,2-o-benzylidene-3,4-di-o-benzoyl-β-L-rhamnopyranose
✍ N. É. Bairamova; L. V. Bakinovskii; N. K. Kochetkov 📂 Article 📅 1985 🏛 Springer 🌐 English ⚖ 646 KB
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✍ Yoshitaka Ichikawa; Hiroyoshi Kuzuhara 📂 Article 📅 1983 🏛 Elsevier Science 🌐 English ⚖ 986 KB

The title compound (21) was synthesized from cellobiose as a synthon of a heparin-related oligosaccharide. The per-0-benzyl and per-0-benzoyl derivatives of 1 ,6-anhydro-4-0-(6-deoxy-B-D-~~~lo-hex-5-enopyranosyl)-~-~-glucopyranose were treated with a nonsolvated borane to give a 1 :2 mixture of the