7332-92-5Relevant academic research and scientific papers
Mitsunobu reactions for the synthesis of carbocyclic analogues of nucleosides: Examintion of the regioselectivity
Toyota,Katagiri,Kaneko
, p. 1295 - 1305 (2007/10/02)
In order to provide a general synthetic method for carbocyclic nucleosides, regioselectivities in Mitsunobu reaction of purine, pyrimidin-2-one and their substituted derivatives with a variety of alcohols with a variety of alcohols were examined and found to depend upon both substituents of the bases and kind of the alcohols.
SYNTHESIS OF N,N,9-TRISUBSTITUTED ADENINES UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS
Ramzaeva, N. P.,Gol'dberg, Yu. Sh.,Alksnis, E. R.,Lidak, M. Yu.,Shimanskaya, M. V.
, p. 1611 - 1615 (2007/10/02)
Alkylation of N-mono- and N,N-disubstituted adenines by 2,6-dichlorobenzyl chlorides under the conditions of phase-transfer catalysis in the benzene-50percent aqueous sodium hydroxide system takes place regioselectively with the formation of the corresponding N,N,9-trisubstituted adenines (60-80percent).The isomeric N,N,3-trisubstituted adenines are also formed.The N,9-disubstituted adenines are alkylated regiospecifically under analogous conditions and give N,N,9-trisubstituted adenines with quantitative yields.
SYNTHESES OF N,N,3- AND N,N,9-TRIALKYLADENINES BY ALKYLATION OF N,N-DIYLKYLADENINES
Itaya, Taisuke,Matsumoto, Hiroo,Ogawa, Kazuo
, p. 1920 - 1924 (2007/10/02)
Alkylation of N,B,N-dimethyl- (Ia) and N,N-diethyladenine (Ib) with methyl iodide, ethyl iodide, and benzyl bromide in N,N-dimethylacetamide in the presence of potassium carbonate gave the corresponding N,N,9-trialkyladenines (II) in 54-74percent yields, as well as minor amounts of N,N,3-trialkyladenines (III).The alkylation of I without base gave the latter compounds (III) in 76-90percent yields.Keywords - N,N,3-tryalkyladenines: N,N,9-trialkyladenines; regioselective N-alykaltion; N,N-dialkyladenines; isomer ratio.
