Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine:  Unusual Annulation Conditions To Assemble the Purine Core

Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine has been accomplished using a five-step process which employs a novel annulation of [13C]formamide [N-(4-[15N]amino-6-chloro-5-pyrimidinyl)] 2. To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C...

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Veröffentlicht in:Journal of organic chemistry 1999-06, Vol.64 (13), p.4685-4689
Hauptverfasser: Orji, Charles C, Michalczyk, Ryszard, Silks, Louis A. “Pete”
Format: Artikel
Sprache:eng
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Zusammenfassung:Synthesis of 2‘β-Deoxy-[8-13C;amino,9-15N2]adenosine has been accomplished using a five-step process which employs a novel annulation of [13C]formamide [N-(4-[15N]amino-6-chloro-5-pyrimidinyl)] 2. To effect this dehydration, a complex of triethyl phosphite and TiCl2(i-OPr)2 was used. 6-Chloro-[8-13C; 9-15N]purine was then converted in two steps to 2‘β-deoxy-[8-13C;amino,9-15N2]adenosine.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo9824753