First Synthesis of 5, 6, 7, 8-Tetrahydro-8-deaza-8-thiafolic Acid

5, 6, 7, 8-Tetrahydro-8-deaza-8-thiafolic acid (3) was synthesized as a diastereoisomeric mixture via thermal condensation of 5-hydroxyisocytosine (6) with diethyl N-[p-(2-amino-3-mercaptopropyl)aminobenzoyl]glutamate (10)after activation of the C(6)-position in 6 with N-bromosuccinimide/ethanol. Th...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1992/01/25, Vol.40(1), pp.49-52
Hauptverfasser:	SAKO, Magoichi, TOTANI, Reiko, HIROTA, Kosaku, MAKI, Yoshifumi
Format:	Artikel
Sprache:	eng
Schlagworte:	5, 6, 7, 8-tetrahydro-8-deaza-8-thiafolic acid 5-hydroxyisocytosine Chemistry Exact sciences and technology formaldehyde Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms N-[p-(2-amino-3-mercaptopropyl)aminobenzoyl]glutamate N5, N -methylene-5, 6, 7, 8-tetrahydro-8-deaze-8-thiafolic acid Organic chemistry Preparations and properties thermal condensation
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Zusammenfassung:	5, 6, 7, 8-Tetrahydro-8-deaza-8-thiafolic acid (3) was synthesized as a diastereoisomeric mixture via thermal condensation of 5-hydroxyisocytosine (6) with diethyl N-[p-(2-amino-3-mercaptopropyl)aminobenzoyl]glutamate (10)after activation of the C(6)-position in 6 with N-bromosuccinimide/ethanol. The corresponding N5, N10-methylene derivative (5) was also prepared upon treatment of 3 with formaldehyde.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.40.49