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7447881 
Journal Article 
Efficient synthesis of 1,3,7-substituted xanthines by a safety-catch protection strategy 
Allwood, MB; Cannan, B; van Aalten, DMF; Eggleston, I 
2007 
Tetrahedron
ISSN: 0040-4020 
63 
50 
12294-12302 
English 
An efficient synthesis of selectively N-substituted xanthine derivatives is described. Cyclocondensation of a suitably protected aminoimidazole with methyl-2-phenylthioethyl carbamate, followed by oxidation of sulfur to the sulfone, provides access to an orthogonally 1,7-protected xanthine, which may then be regioselectively alkylated and deprotected under mild conditions. © 2007 Elsevier Ltd. All rights reserved. 
1 (2 phenylsulfonylethyl) 3 benzyl 7 (2,4 dimethoxybenzyl) 3,7 dihydro purine 2,6 dione; 1 (2 phenylsulfonylethyl) 7 (2,4 dimethoxybenzyl) 3 (2 hydroxyethyl) 3,7 dihydropurine 2,6 dione; 1 (2 phenylsulfonylethyl) 7 (2,4 dimethoxybenzyl) 3 [3 (1,3 di hydroisoindol 2 yl) propyl] 3,7 dihydropurine 2,6 dione; 1 (2 phenylsulfonylethyl) 7 (2,4 dimethoxybenzyl) 3 isopropyl 3,7 di hydropurine 2,6 dione; 1 (2 phenylsulfonylethyl) 7 (2,4 dimethoxybenzyl) 3 methyl 3,7 dihydropurine 2,6 dione; 1 (2 phenylsulfonylethyl) 7 (2,4 dimethoxybenzyl) 3,7 dihydropurine 2,6 dione; 1 allyl 7 (2,4 dimethoxybenzyl) 3 methyl 3,7 dihydropurine 2,6 dione; 1 benzyl 7 (2,4 dimethoxy benzyl) 3 methyl 3,7 dihydropurine 2,6 dione; 3 (2 hydroxyethyl) 1 methyl 3,7 dihydropurine 2,6 dione; 3 [3 (1,3 dioxo 1,3 dihydroisoindol 2 yl) propyl] 1 methyl 3,7 dihydropurine 2,6 dione; 3 allyloxymethyl 1 (2 phenylsulfonylethyl) 3,7 dihydropurine 2,6 dione; 3 allyloxymethyl 1 (2 phenylsulfonylethyl) 7 (2,4 dimethoxybenzyl) 3,7 dihydropurine 2,6 dione; 3 allyloxymethyl 1 methyl 3,7 dihydropurine 2,6 dione; 3 allyloxymethyl 7 (2,4 dimethoxybenzyl) 1 methyl 3,7 dihydropurine 2,6 dione; 3 allyloxymethyl 7 (2,4 dimethoxybenzyl) 3,7 dihydropurine 2,6 dione; 3 benzyl 1 methyl 3,7 dihydropurine 2,6 dione; 3 benzyl 7 (2,4 dimethoxybenzyl) 1 methyl 3,7 dihydropurine 2,6 dione; 3 isopropyl 7 methyl 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 1 (2 phenylthioethyl) 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 1,3 dimethyl 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 3 (2 hydroxyethyl) 1 methyl 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 3 (2 hydroxyethyl) 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 3 [3 (1,3 dioxo 1,3 dihydroisoindol 2 yl) propyl] 1 methyl 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 3 [3 (1,3 dioxo 1,3 dihydroisoindol 2 yl) propyl] 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 3 benzyl 3,7 dihydropurine 2,6 dione; 7 (2,4 dimethoxybenzyl) 3 methyl 3,7 dihydropurine 2,6 dione; carbamic acid derivative; methyl 2 phenylthioethyl carbamate; theophylline; unclassified drug; xanthine derivative; article; chemical reaction; chemical structure; oxidation; polymerization; priority journal; synthesis 
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