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.     

Quaternization of tetrazoles under high pressure and establishment of the structures of quaternary tetrazolium salts by 13C NMR spectroscopy

The quaternization of 1- and 2-acetonyl-5-R-tetrazoles, as well as dimethyltetrazole, was accomplished under high pressure conditions (5000–14,000 kgf/cm²) by means of bromoacetone and methyl iodide and at atmospheric pressure and room temperature under the influence of methyl fluorosulfate. The structure of the salts were ascertained by ¹³C NMR spectroscopy, and the principles of the change in the chemical shifts and the spin-spin coupling constants during quaternization and protonation of the tetrazoles were studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1118–1124, August, 1982.     

Henry condensation at high pressures

The hitherto inaccessible nitroolefin (VII), which is the most convenient intermediate for the synthesis of the psychotropic amine (VIII), has been obtained by the direct condensation at high pressures (up to 1500 MPa) of piperonal (V) with 1-nitropropane (VI). The structure of (VII) was confirmed by direct synthesis from pyrocatechol (X). The amine (VIII) was obtained in three steps from (VII). This synthesis of (VIII) is shorter than that previously reported.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 829–832, April, 1990.