129664-41-1Relevant academic research and scientific papers
PROCESS FOR PREPARING DISULPHIDES AND THIOSULPHINATES AND COMPOUNDS PREPARED
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Page/Page column 6; 11; 14-15, (2009/10/30)
Process for preparing a compound of the formula (I) R1-S(O)x—S(O)yR2 in which R1 represents a molecular hydrocarbon radical which can be substituted and/or interrupted by one or more atoms and/or by one or more groups containing one or more atoms, said atoms being selected from N, O, P, S, Si and X, where X represents a halogen; R2, independently of R1, represents a carbon-containing group or a molecular hydrocarbon radical which can be substituted and/or interrupted by one or more atoms and/or by one or more groups containing one or more atoms, said atoms being selected from N, O, P, S, Si and X, where X represents a halogen, and x and y are selected from 0 and 1 in such a way that the sum of x and y is not more than 1, characterized in that a compound of formula (II) R1-S(O)x—R3-Si(R4)(R5)(R6) in which R3 represents a hydrocarbon chain of two carbon atoms, which is optionally unsaturated and/or substituted, and R4, R5 and R6, which are identical or different, each represent, independently of one another, a hydrocarbon group, is reacted with a compound of formula (VII) R2-S(O)y—X in which X represents a halogen, intermediate compounds, and compounds prepared.
Direct preparation of nucleoside vinyl disulfides from 2-(trimethylsilyl) ethyl Sulfides, an access to vinylthiols
Gerland, Beatrice,Desire, Jerome,Lepoivre, Michel,Decout, Jean-Luc
, p. 3021 - 3023 (2008/02/10)
We report here a straightforward preparation of various nucleoside vinyl disulfides in high yields under mild conditions using the new reaction of vinyl 2-(trimethylsilyl)ethyl (TMSE) sulfides with sulfenyl chlorides. This reaction allows the preparation
Approaches to the Synthesis of 2'-Thio Analogues of Pyrimidine Ribosides
Divakar, K. J.,Mottoh, Alexander,Reese, Colin B.,Sanghvi, Yogesh S.
, p. 969 - 974 (2007/10/02)
2'-Deoxy-2'-mercaptouridine (1) was obtained in 75percent isolated yield by heating 2'-deoxy-2'-(4-methoxybenzylthio)uridine (4a) with phenol in trifluoroacetic acid solution.When triphenylmethanol or 9-phenylxanthen-9-ol (5) was added to the products before work-up, compound (4c) or (4d) was obtained.Compound (4d) was also obtained in satisfactory overall yield from crude (1), prepared in two steps from 2'-deoxy-2'-(t-butylthio)uridine (4b).Treatment of compound (4d) first with acetic anhydride in pyridine and then with phosphoryltrichloride, triethylamine, and 1,2,4-triazole in acetonitrile gave the triazolo compound (10) in 73percent overall yield.Reaction between compound (10) and ammonia in dichloromethane followed by methanolic ammonia gave the cytidine derivative (11a) in good yield.When compounds (11a) and (11b) were allowed to react with hydrochloric acid in 2-mercaptoethanol solution at room temperature, the hydrochloride salts of 2'-deoxy-2'-mercaptocytidine (2a) and its 4,4-di-N-methyl derivative (2b) were obtained in high isolated yields.The latter compounds readily underwent aerial oxidation in the presence of triethylamine in methanol solution to give the corresponding dimeric disulphides (21a) and (12b).The NMR spectra of the synthetic products are discussed.
