Solid-phase synthesis of 2,6,8-trisubstituted purines

被引:31
作者
Brill, WKD [1 ]
Riva-Toniolo, C [1 ]
机构
[1] Novartis Pharma AG, Combinatorial Chem Unit, CH-4056 Basel, Switzerland
关键词
D O I
10.1016/S0040-4039(01)01300-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,6,8-Trisubstituted purines were synthesized from 2,6-dichloropurine bound to polystyrene-based Rink resin at the N(9) position. Selective successive displacements of the chlorine atoms in the 2- and 6-positions followed. Bromination of C(8) and Stille coupling concluded the synthesis. (C) 2001 Published by Elsevier Science Ltd.
引用
收藏
页码:6515 / 6518
页数:4
相关论文
共 24 条
[1]  
Berteina S, 1998, SYNLETT, P676
[2]  
BHAGWAT SS, 1995, EXPERT OPIN THER PAT, V5, P547
[3]  
Brill WKD, 1998, SYNLETT, P906
[4]  
Brill WKD, 1998, SYNLETT, P1085
[5]   Synthesis and application of functionally diverse 2,6,9-trisubstituted purine libraries as CDK inhibitors [J].
Chang, YT ;
Gray, NS ;
Rosania, GR ;
Sutherlin, DP ;
Kwon, S ;
Norman, TC ;
Sarohia, R ;
Leost, M ;
Meijer, L ;
Schultz, PG .
CHEMISTRY & BIOLOGY, 1999, 6 (06) :361-375
[6]   LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS [J].
FARINA, V ;
KRISHNAN, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9585-9595
[7]   Purine based combinatorial chemistry: Solution phase simultaneous addition of functionalities. Iterative deconvolution by orthogonal protection to a single compound with potent antibacterial activity. [J].
Fraser, AS ;
Kawasaki, AM ;
Cook, PD .
NUCLEOSIDES & NUCLEOTIDES, 1999, 18 (4-5) :1087-1089
[8]   The 11 positional isomers of Nx,Ny-dimethyladenine:: Their chemistry, physicochemical properties, and biological activities [J].
Fujii, T ;
Itaya, T .
HETEROCYCLES, 1999, 51 (02) :393-454
[9]   Combinatorial synthesis of 2,9-substituted purines. [J].
Gray, NS ;
Kwon, S ;
Schultz, PG .
TETRAHEDRON LETTERS, 1997, 38 (07) :1161-1164
[10]  
GRAY NS, 1999, Patent No. 9934018