Synthesis of Acyclic Nucleotide Analogues Derived from 2-(Aminomethyl)adenine and 2-(Aminomethyl)hypoxanthine

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Title:Synthesis of Acyclic Nucleotide Analogues Derived from 2-(Aminomethyl)adenine and 2-(Aminomethyl)hypoxanthine
Creators:
Hocek, Michal
Masojídková, Milena
Holý, Antonín
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 5, pp. 875-882

Abstract

<p>Synthesis of a series of 2-(aminomethyl)-9-(2-phosphonomethoxyalkyl)adenines <i>VI</i> and hypoxanthines <i>VII</i> is reported. The protected 2-(aminomethyl)adenine <i>I</i> was selectively alkylated with [bis(2-propoxy)phosphonylmethoxy]alkyl chlorides or tosylates <i>II</i> and the obtained 9-[bis(2-propoxy)phosphonylmethoxy]alkyl-2-(benzyloxycarbonyla minomethyl)adenines <i>IV</i> were oxodeaminated to give the corresponding hypoxanthine derivatives <i>V</i>. The intermediates <i>IV</i> and <i>V</i> were completely deprotected by treatment with iodotrimethylsilane under formation of the title compounds <i>VI</i> and <i>VII</i>.

Title:Synthesis of Acyclic Nucleotide Analogues Derived from 2-(Aminomethyl)adenine and 2-(Aminomethyl)hypoxanthine
Creators:
Hocek, Michal
Masojídková, Milena
Holý, Antonín
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:5
Page Range:pp. 875-882
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950875UNSPECIFIED
ID Code:778
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Hocek, Michal; Masojídková, Milena; Holý, Antonín (1995) Synthesis of Acyclic Nucleotide Analogues Derived from 2-(Aminomethyl)adenine and 2-(Aminomethyl)hypoxanthine. Collection of Czechoslovak Chemical Communications, 60 (5). pp. 875-882. ISSN 0010-0765

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