Chalcogen-containing analogs of ethylene glycol and its derivatives
摘要:
Ethylene chlorohydrin when reacted with elemental chalcogens or dimethyl dichalcogenides in the hydrazine hydrate-alkali system forms chalcogen-containing analogs of ethylene glycol and its derivatives (dichalcogenated beta-diglycols, chalcogenated ethanols, and chalcogenated methyl cellosolves).
2-(Pyrazol-4-yl)-1,3-oxaselenolanes from Pyrazole Сarbaldehydes and 2-Selanyl-1-ethanol
作者:Lyubov K. Papernaya、Alexandra A. Shatrova、Ekaterina P. Levanova、Alexandr I. Albanov、Lyudmila V. Klyba、Elena V. Rudyakova、Galina G. Levkovskaya
DOI:10.1002/hc.21200
日期:2015.1
Pyrazole carbaldehydes react with 2-selanyl-1-ethanol at room temperature in the presence of trimethylchlorosilane followed by treatment with triethyl amine to afford the corresponding 2-(pyrazol-4-yl)-1,3-oxaselenolanes. The structure of the novel compounds was confirmed by IR, 13C, 1H, 15N, and 77Se NMR spectroscopy.
Diastereomers of Nucleoside 3'-O-(2-Thio-1,3,2-oxathia(selena)phospholanes): Building Blocks for Stereocontrolled Synthesis of Oligo(nucleoside phosphorothioate)s
Diastereomerically pure 5'-O-DMT-nucleoside 3'-O-(2-thio-1,3,2-oxathiaphospholanes) (3) and their oxathiaphospholane ring-substituted analogues (20) were used for the synthesis of stereoregular oligo(nucleoside phosphorothioate)s (S-Oligos). The oxathiaphospholane ring-opening condensation requires the presence of strong organic base, preferably DBU. The yield of a single coupling step is ca. 95% and resulting S-Oligos are free of nucleobase- and sugar-phosphorothioate backbone modifications. The diastereomeric purity of products was estimated on the basis of diastereoselective degradation with Nuclease P1 and a mixture of snake venom phosphodiesterase and Serratia marcescens endonuclease. Thermal dissociation studies of heteroduplexes S-Oligos/DNA and S-Oligos/RNA showed that their stability is stereochemistry- and sequence-dependent.
Kurbanov, S. B.; Mamedov, E. Sh.; Mishiev, R. D., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 5, p. 812 - 816
作者:Kurbanov, S. B.、Mamedov, E. Sh.、Mishiev, R. D.、Gusiev, N. Kh.、Agaeva, E. A.