62374-32-7

Usage

Chemical structure

1,3-Dimethyl-7-(trimethylsilyl)-1H-purine-2,6(3H,7H)-dione

Type of compound

Purine derivative

Functional groups

a. 1,3-Dimethyl groups
b. Trimethylsilyl group
c. 2,6(3H,7H)-dione groups

Role in organic synthesis

Protecting group for hydroxyl functions

Protection mechanism

Trimethylsilyl group shields hydroxyl functionalities

Selectivity

Allows for selective reactions at other sites within the molecule

Applications

a. Pharmaceuticals
b. Agrochemicals
c. Material science

Importance

Intermediate in the production of various chemical compounds

Potential uses

a. Development of new therapeutic agents
b. Study of purine metabolism

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 58-55-9 theophylline 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 64210-71-5 2,2-dimethyl-propionic acid 1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester 
• 58-55-9 Theophylline 
• 69150-36-3 1-methyl-7-<(pivaloyloxy)methyl>xanthine 
• 6136-37-4 1-methylxanthine 

Downstream Products

• 23393-73-9 N²-acetyl-2',3',5'-tri-O-benzoyl-β-D-guanosine 
• 33710-76-8 7-(2-hydroxy-3-phenoxypropyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione 
• 61444-26-6 7-allyl-1,3-dimethylxanthine 
• 78491-57-3 1,3-dimethyl-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione 
• 80928-31-0 7-<2,3-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl)-6-O-triphenylmethyl-β-D-glucopyranosyl>theophylline 
• 80928-33-2 7-<2,3-di-O-benzoyl-6-bromo-6-deoxy-4-O-(2,3-di-O-benzoyl-6-bromo-6-deoxy-β-D-glucopyranosyl)-β-D-glucopyranosyl>theophylline 
• 80928-32-1 7-<2,3-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranosyl>theophylline 
• 80928-34-3 7-<2,3-di-O-benzoyl-6-deoxy-4-O-(2,3-di-O-benzoyl-6-deoxy-β-D-glucopyranosyl)-β-D-glucopyranosyl>theophylline 
• 80928-30-9 7-<4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-6-O-triphenylmethyl-β-D-glucopyranosyl>theophylline 
• 80928-29-6 7-<4-O-(4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-glucopyranosyl>theophylline 
• 3001-44-3 1,3-dimethyl-7-β-D-ribofuranosyl-3,7-dihydro-purine-2,6-dione 
• 91282-80-3 Benzoic acid (3aR,4R,6aR)-6-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 67540-17-4 7-((3aR,4S,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 67525-72-8 7-((3aR,4R,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 

Relevant academic research and scientific papers

The synthesis and biological evaluation of nucleobases/tetrazole hybrid compounds: A new class of phosphodiesterase type 3 (PDE3) inhibitors

Spired by the chemical structure of Cilostazol, a selective phosphodiesterase 3A (PDE3A) inhibitor, several novel hybrid compounds of nucleobases (uracil, 6-azauracil, 2-thiuracil, adenine, guanine, theophylline and theobromine) and tetrazole were designe

Nucleosides 9: Design and synthesis of new 8-nitro and 8-amino xanthine nucleosides of expected biological activity

The coupling reaction of 1,3-dimethylxanthine (theophylline), 3-benzylxanthine and 3-benzyl-1-methylxanthine with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose afforded the corresponding protected nucleosides, respectively. Nitration of each of the theo

Silica sulfuric acid (SSA) as a highly efficient heterogeneous catalyst for persilylation of purine and pyrimidine nucleobases and other N-heterocycles using HMDS

Purine and pyrimidine nucleobases and other N-heterocycles have been silylated with HMDS in excellent yields in the presence of a catalytic amount of silica sulfuric acid (SSA) as a heterogeneous catalyst. SSA utilizes a shorter reaction time and higher yields of silylated nucleobases. SSA is reusable for several times without a decrease in reactivity or yield of silylated adducts. Copyright

Synthesis of Theophylline and 6-Thiotheophylline 7-Ribosyl Nucleosides

The syntheses of theophylline and thiotheophylline 7-ribopyranose and 7-ribofuranose nucleosides, both by direct coupling of the base and the sugar and by construction of the imidazole ring, are reported. The conformational syn/anti equilibrium of the peracetyl derivatives was studied by molecular mechanics and by the low-temperature line-shape/1H NMR method. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.