Combinatorial synthesis of heterocycles: Solid phase synthesis of 2-arylquinoline-4-carboxylic acid derivatives

1997 ◽  
Vol 38 (6) ◽  
pp. 907-910 ◽  
Author(s):  
Ariamala Gopalsamy ◽  
Peter V. Pallai
Keyword(s):  
Carboxylic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Combinatorial Synthesis ◽  
Phase Synthesis

Combinatorial Synthesis of Exohedrally Modified Fullerene Derivatives

2003 ◽  
Vol 17 (08n09) ◽  
pp. 1910-1915 ◽  
Author(s):  
Yasuhiko Kawamura ◽  
Yasuyuki Akai ◽  
Masao Tsukayama
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Combinatorial Synthesis ◽  
Environmentally Benign ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
Compound Library ◽  
Phase Synthesis ◽  
Fullerene Derivatives ◽  
Wide Range

Fulleropyrrolidines have been very welcomed in a community of a fullerene science. But sometimes the synthesis ends up with disappointing yields of the products. In order to overcome the problem and to explore more environmentally benign method for synthesizing fullerene derivatives having various attachment on the surface of the fullerenes, a solid-phase synthesis is examined. We found that the dipolar cycloaddition of an azomethine ylide, i.e., 2-phenyl-N-benzylideneglycine methyl ester, supported on a Wang resin, proceeded feasibly with C 60 and the objective fulleropyrrolidines were afforded in good yields (>75%). The method is expected to be utilized with wide range of application and it is therefore able to provide a compound library of modified fullerenes which is hard to obtain by other methods employed so far.

Synthesis and biological properties of vasopressin analogues containing 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

1990 ◽  
Vol 55 (4) ◽  
pp. 1099-1105 ◽  
Author(s):  
Zdenko Procházka ◽  
Juris E. Ancans ◽  
Jiřina Slaninová ◽  
Alena Machová ◽  
Tomislav Barth ◽  
...  
Keyword(s):  
Amino Acid ◽  
Carboxylic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Biological Activities ◽  
Biological Properties ◽  
Phase Synthesis ◽  
Aromatic Residues ◽  
Synthesis Methodology ◽  
Vasopressin Analogues

Solid phase synthesis methodology on a benzhydrylamine resin was used for the synthesis of three analogues of vasopressin with the non-coded amino acid, 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic), in the position 2 ([Tic2, Lys8]VP (I)) and in the position 3 ([Tic3, Lys8]VP (II)). The analogue containing only one Tic in place of both aromatic residues was also isolated (des-Tyr2-[Tic3, Lys8]VP (III)). The biological activities of all analogues were negligible.

Solid-Phase Traceless Synthesis of Selected Nitrogen-Containing Heterocyclic Compounds. The Encore Technique for Directed Sorting of Modular Solid Support

2001 ◽  
Vol 66 (7) ◽  
pp. 1078-1106 ◽  
Author(s):  
Viktor Krchňák ◽  
Jennifer Smith ◽  
Josef Vágner
Keyword(s):  
Drug Discovery ◽  
Hydrogen Atom ◽  
Heterocyclic Compounds ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Support ◽  
Combinatorial Synthesis ◽  
Target Compound ◽  
Phase Synthesis ◽  
Acidic Reagent

The acid lability of electron-rich N-benzylanilines has been exploited in a linker for the traceless solid-phase synthesis of benzimidazoles, 2-aminobenzimidazoles, quinoxalinones and tetrahydroquinoxalines. The target compound precursors were assembled on a solid-phase support derivatized with either a benzylamine or a benzhydrylamine linker. Exposure to an acidic reagent caused cleavage of the C(benzyl)-N(aniline) bond, releasing the product with only a hydrogen atom on the descending nitrogen. The Encore technique for directed sorting on SynPhase Lanterns has been developed and applied to combinatorial synthesis of generic drug discovery libraries.

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