53883-86-6Relevant academic research and scientific papers
A Facile, General Approach to the Synthesis of Electrophilic Acetone Equivalents
Janicki, Slawomir Z.,Fairgrieve, Jennifer M.,Petillo, Peter A.
, p. 3694 - 3700 (2007/10/03)
The facile, high-yielding, yet general synthesis of electrophilic chloroacetone equivalents 11a-f is described. The enol ethers are assembled in three steps starting with trichloride 29 in overall yields of 57-93%. Nucleophilic displacement of the chloromethyl chlorine with a range of organometallic reagents generates dichlorides 30 in yields of 58-99%, which can be dehydrohalogenated with t-BuOK/THF in yields of 87-99% to produce enol ethers 31. Conversion of the allyl chlorides 31 to the corresponding allyl iodides 11 with 72-99% yield completes the synthetic sequence. The entire sequence can be performed in less than 48 h on a 50 mmol scale.
Preparation of N-9 substituted guanine compounds
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, (2008/06/13)
The invention relates to efficient and selective processes for the synthesis of the antiviral N-9 substituted guanine compounds acyclovir and ganciclovir.
Acyclic Analogs of Nucleosides. Synthesis of Hydroxyalkylbenzimidazoles and -Benzotriazoles
Yavorskii, A. E.,Stetsenko, A. V.,Zavgorodnii, S. G.,Florent'ev, V. L.
, p. 163 - 167 (2007/10/02)
Condensation of trimethylsilyl derivatives of benzimidazole and benzotriazole with alkylating agents in the presence of trimethylsilyl trifluoromethanesulfonate or SnCl4, or direct alkylation of the sodium salts of benzimidazole and benzotriazole, gives 1-(2,3-dihydroxypropyl)-, 1-(3-hydroxy-2-oxabutyl)-, 1-(3-hydroxymethyl-4-hydroxy-2-oxabutyl)-, and 1-(1,5-dihydroxy-3-oxapent-2-yl)benzimidazole and -benzotriazole.
