Triterpenoid saponins Communication 16. Structure of araloside C

Summary The complete structure of araloside C — a triterpenoid saponin from the roots ofAralia manshurica (Rupr. et Mey) — was established.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimisheskaya, No. 7, pp. 1214–1222, July, 1965     

Synthesis of β-(1-3)-D-glucan under high pressure

The polycondensation of 1,2-0-exo-cyanethylidene-4,6-di-0-acetyl-3-0-trityl--D-glucopyranose (I) was accomplished in the presence of triphenylmethylium perchlorate in CH₂Cl₂ under the pressure of 14 kbar. The reaction was performed in the frozen solution after the phasic transition of the system, and led to the product of polycondensation which, after the removal of the protecting groups, gave the exactly regio- and stereo-regular -(1–3)-D-glucan.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2129–2132, September, 1990.     

Monosaccharides Communication 10. New synthesis of D-threo-L-galacto-octose

Conclusions The syntheses of D-threo-L-galacto-octose and D-threo-L-ido-octonic acid from D-galactose are described; these confirm that the new method for the preparation of higher sugars via 2,3-dehydro-2,3-dideoxy aldonic acids is general.Translated from Izvestiya Akadeemii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1405–1412, August, 1965 Original article submitted June 20, 1963     

Synthesis of the pentasaccharide repeating unit of the O-specific polysaccharide from salmonella strasbourg

The pentasaccharide α - Tyv - (1→3) - β - d - Man - (1→4) - α - l - Rha - (1→3) - d - Gal - (4←1) -α - d - Glc 1, the repeating unit of the O-specific polysaccharide chain of the lipopolysaccharide from S. Strasbourg, was obtained by glycosylation of benzyl - 2,6 - di - O - benzyl - 4 - O - (2,3,4 - tri - O - benzyl - 6 - O - benzoyl - α - d - glucopyranosyl) - β - d - galactopyranoside with 1,2 - methylorthoacetyl - 3 - O - acetyl - 4- O - [3 - O - (2,4 - di - O - acetyl - 3, 6 - dideoxy,- α - d - arabino - hexopyranosyl) - 2,4,6 - tri - O - acetyl - β - d - mannopyranosyl] - β - l - rhamnopyranose 3 followed by removal of protecting groups. The structure of the synthetic pentasaccharide was proved by methylation analysis and ¹³C NMR.     

Synthesis of bacterial antigenic polysaccharides and their fragments V. Use of 1,2-o-isopropylidene-4,6-O-ethylidene-α-D-galactopyranose for the synthesis of oligosaccharides with 3-o-substituted galactopyranose residue

Conclusions Trisaccharide-D-glucopyranosyl-(14)--L-rhamnopyranosyl-(1 3)-D-galactose was synthesized by using, 2-O-isopropylidene-4,6-O-ethylidene--D-galactopyranose for producing 1 3-rhamnosylgalactose, linkage.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1609–1613, July, 1977.     

Analogs of carbohydrate-metabolism coenzymes

Conclusions We synthesized two analogs of the natural coenzyme adenosine diphosphate glucose: N₆-methyl-ADPG and N₆, N₆-dimethyl-ADPG.For communication 11, see [1].The following abbreviations are used in this article: ADPG) adenosine-5'-diphosphate-a-D-glucopyranose; N₆-methyl-ADPG) N₆-methylamino-9--D-ribofuranosylpurine-5-diphosphate--D-glucopyranose; N₆, N₆-dimethyl-ADPG) N₆, Ng-dimethylamino-9--D-ribofuranosylpurine-5-diphosphate--D-glucopyranose.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2514–2521, November, 1969.     

New method of reducing lactones and esters of aldonic acids to sugars

Summary A simple, general method of reducing esters and lactones of aldonic acids to sugars by the action of sodium amalgam, according to which the process is conducted in the presence of a strong cation exchange resin to maintain optimum pH, has been proposed.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya No. 11, pp. 2095–2096, November, 1964