Combined solution-phase and solid-phase synthesis of 2-amino-7,8-dihydropteridin-6(5H)-ones

Axel Metzger; Lan Ying Qin; Andrew G. Cole; Kurt W. Saionz; Marc Raleigh Brescia; Hubert Gstach; James R. Wareing; Juerg Zimmermann; Wolfgang K.D. Brill; John J. Baldwin; Roland E. Dolle; Ian Henderson

doi:10.1016/j.tetlet.2009.10.005

Combined solution-phase and solid-phase synthesis of 2-amino-7,8-dihydropteridin-6(5H)-ones

Axel Metzger, Lan Ying Qin, Andrew G. Cole, Kurt W. Saionz, Marc Raleigh Brescia, Hubert Gstach, James R. Wareing, Juerg Zimmermann, Wolfgang K.D. Brill, John J. Baldwin, Roland E. Dolle, Ian Henderson

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4 Scopus citations

Abstract

An efficient and general synthesis of substituted 2-amino-7,8-dihydropteridin-6(5H)-ones using a combination of solution-phase and solid-phase chemistry is described. Solution-phase chemistry was used to produce two pyrimidine regioisomers that were separated by flash column chromatography. Utilizing the desired regioisomer, solid-phase chemistry was used to effect the rapid construction of the substituted 2-amino-7,8-dihydropteridin-6(5H)-one system in high overall yield and purity.

Original language	English
Pages (from-to)	7082-7085
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2009.10.005
State	Published - Dec 16 2009

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title = "Combined solution-phase and solid-phase synthesis of 2-amino-7,8-dihydropteridin-6(5H)-ones",

abstract = "An efficient and general synthesis of substituted 2-amino-7,8-dihydropteridin-6(5H)-ones using a combination of solution-phase and solid-phase chemistry is described. Solution-phase chemistry was used to produce two pyrimidine regioisomers that were separated by flash column chromatography. Utilizing the desired regioisomer, solid-phase chemistry was used to effect the rapid construction of the substituted 2-amino-7,8-dihydropteridin-6(5H)-one system in high overall yield and purity.",

author = "Axel Metzger and Qin, {Lan Ying} and Cole, {Andrew G.} and Saionz, {Kurt W.} and Brescia, {Marc Raleigh} and Hubert Gstach and Wareing, {James R.} and Juerg Zimmermann and Brill, {Wolfgang K.D.} and Baldwin, {John J.} and Dolle, {Roland E.} and Ian Henderson",

year = "2009",

month = dec,

day = "16",

doi = "10.1016/j.tetlet.2009.10.005",

language = "English",

volume = "50",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Combined solution-phase and solid-phase synthesis of 2-amino-7,8-dihydropteridin-6(5H)-ones

AU - Metzger, Axel

AU - Qin, Lan Ying

AU - Cole, Andrew G.

AU - Saionz, Kurt W.

AU - Brescia, Marc Raleigh

AU - Gstach, Hubert

AU - Wareing, James R.

AU - Zimmermann, Juerg

AU - Brill, Wolfgang K.D.

AU - Baldwin, John J.

AU - Dolle, Roland E.

AU - Henderson, Ian

PY - 2009/12/16

Y1 - 2009/12/16

N2 - An efficient and general synthesis of substituted 2-amino-7,8-dihydropteridin-6(5H)-ones using a combination of solution-phase and solid-phase chemistry is described. Solution-phase chemistry was used to produce two pyrimidine regioisomers that were separated by flash column chromatography. Utilizing the desired regioisomer, solid-phase chemistry was used to effect the rapid construction of the substituted 2-amino-7,8-dihydropteridin-6(5H)-one system in high overall yield and purity.

AB - An efficient and general synthesis of substituted 2-amino-7,8-dihydropteridin-6(5H)-ones using a combination of solution-phase and solid-phase chemistry is described. Solution-phase chemistry was used to produce two pyrimidine regioisomers that were separated by flash column chromatography. Utilizing the desired regioisomer, solid-phase chemistry was used to effect the rapid construction of the substituted 2-amino-7,8-dihydropteridin-6(5H)-one system in high overall yield and purity.

UR - http://www.scopus.com/inward/record.url?scp=70350506133&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.10.005

DO - 10.1016/j.tetlet.2009.10.005

M3 - Article

AN - SCOPUS:70350506133

SN - 0040-4039

VL - 50

SP - 7082

EP - 7085

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Combined solution-phase and solid-phase synthesis of 2-amino-7,8-dihydropteridin-6(5H)-ones

Abstract

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