The Journal of Organic Chemistry

Pteridines. 48. Utilization of 3, 3-dimethoxy-2-pyrrolidinopropene for the synthesis of folic acid, N2'-acetyl-7-folic acid, and 5-deaza-7-folic acid

EC Taylor, DJ Dumas

Index: Taylor, Edward C.; Dumas, Donald J. Journal of Organic Chemistry, 1981 , vol. 46, # 7 p. 1394 - 1402

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Citation Number: 40

Abstract

3, 3-Dimethoxy-2-pyrrolidinopropene (7) is shown to be a useful intermediate for the synthesis of &formylpterin (l), 7-formylpterin (8), and 5-deaza-7-formylpterin (9). Thus, treatment of 7 with nitrosyl chloride followed by hydrolysis gives l, l-dimethoxy-3-oximino-2- propanone (3) which with aminomalononitrile (13) provides 2-amino-3-cyan~ 5 (dimethoxymethyl) pyrazine 1-oxide (la), an established precursor of 1, by way of ita ...