Selective reduction of the 7-oxo group in pyrido[2,3d]pyrimidine-4,7- diones: A new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF)

José I. Borrell; Jordi Teixidó; Josep Lluís Matallana; Blanca Martínez-Teipel; Esther Couceiro

doi:10.3987/com-99-s129

Selective reduction of the 7-oxo group in pyrido[2,3d]pyrimidine-4,7- diones: A new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF)

José I. Borrell, Jordi Teixidó, Josep Lluís Matallana, Blanca Martínez-Teipel, Esther Couceiro

Departament de Química Orgànica i Farmacèutica

Producció científica: Article en revista indexada › Article › Avaluat per experts

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A selective reduction of the carbonyl group at C7 with borane in THF is accomplished for 2,4-diamino-7-oxo and 2-amino-4,7-dioxo substituted pyridopyrimidines (7a-c) and (13a-c) respectively, the ester group remaining unaltered in both cases. The synthesis of 21c allows a new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF, 1) because it is a common intermediate in two procedures that afford the aforementioned antifolate.

Idioma original	Anglès
Pàgines (de-a)	1207-1214
Nombre de pàgines	8
Revista	Heterocycles
Volum	52
Número	3
DOIs	https://doi.org/10.3987/com-99-s129
Estat de la publicació	Publicada - 1 de març 2000

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title = "Selective reduction of the 7-oxo group in pyrido[2,3d]pyrimidine-4,7- diones: A new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF)",

abstract = "A selective reduction of the carbonyl group at C7 with borane in THF is accomplished for 2,4-diamino-7-oxo and 2-amino-4,7-dioxo substituted pyridopyrimidines (7a-c) and (13a-c) respectively, the ester group remaining unaltered in both cases. The synthesis of 21c allows a new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF, 1) because it is a common intermediate in two procedures that afford the aforementioned antifolate.",

author = "Borrell, {Jos{\'e} I.} and Jordi Teixid{\'o} and Matallana, {Josep Llu{\'i}s} and Blanca Mart{\'i}nez-Teipel and Esther Couceiro",

year = "2000",

month = mar,

day = "1",

doi = "10.3987/com-99-s129",

language = "English",

volume = "52",

pages = "1207--1214",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "3",

}

TY - JOUR

T1 - Selective reduction of the 7-oxo group in pyrido[2,3d]pyrimidine-4,7- diones

T2 - A new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF)

AU - Borrell, José I.

AU - Teixidó, Jordi

AU - Matallana, Josep Lluís

AU - Martínez-Teipel, Blanca

AU - Couceiro, Esther

PY - 2000/3/1

Y1 - 2000/3/1

N2 - A selective reduction of the carbonyl group at C7 with borane in THF is accomplished for 2,4-diamino-7-oxo and 2-amino-4,7-dioxo substituted pyridopyrimidines (7a-c) and (13a-c) respectively, the ester group remaining unaltered in both cases. The synthesis of 21c allows a new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF, 1) because it is a common intermediate in two procedures that afford the aforementioned antifolate.

AB - A selective reduction of the carbonyl group at C7 with borane in THF is accomplished for 2,4-diamino-7-oxo and 2-amino-4,7-dioxo substituted pyridopyrimidines (7a-c) and (13a-c) respectively, the ester group remaining unaltered in both cases. The synthesis of 21c allows a new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF, 1) because it is a common intermediate in two procedures that afford the aforementioned antifolate.

UR - http://www.scopus.com/inward/record.url?scp=0034161809&partnerID=8YFLogxK

U2 - 10.3987/com-99-s129

DO - 10.3987/com-99-s129

M3 - Article

AN - SCOPUS:0034161809

SN - 0385-5414

VL - 52

SP - 1207

EP - 1214

JO - Heterocycles

JF - Heterocycles

IS - 3

ER -

Selective reduction of the 7-oxo group in pyrido[2,3d]pyrimidine-4,7- diones: A new synthetic approach to 5,10-dideazatetrahydrofolic acid (DDATHF)

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