50255-88-4

Upstream product

• 14892-98-9 6,7-diphenylpteridine-2,4(1H,3H)-dione 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 35777-66-3 1-[O³,O⁵-bis-(4-methyl-benzoyl)-β-D-erythro-2-deoxy-pentofuranosyl]-6,7-diphenyl-1H-pteridine-2,4-dione 
• 159227-92-6 1-(3,5-di-O-pivaloyl-2-O-phenoxythiocarbonyl-β-D-xylofuranosyl)-6,7-diphenyllumazine 
• 159227-96-0 1-(2-deoxy-3-O-mesyl-5-O-p-monomethoxytrityl-β-D-threo-pentofuranosyl)-6,7-diphenyllumazine 
• 159227-97-1 1-(3-azido-2,3-dideoxy-5-O-p-monomethoxy-trityl-β-D-erythro-pentofuranosyl)-6,7-diphenyllumazine 
• 159227-95-9 1-(2-deoxy-5-O-p-monomethoxytrityl-β-D-threo-pentofuranosyl)-6,7-diphenyllumazine 
• 159227-91-5 1-(3,5-di-O-pivaloyl-β-D-xylofuranosyl)-6,7-diphenyllumazine 
• 159227-93-7 1-(2-deoxy-3,5-di-O-pivaloyl-β-D-threo-pentofuranosyl)-6,7-diphenyllumazine 
• 159227-98-2 1-(2-deoxy-5-O-p-toluoyl-β-D-threo-pentofuranosyl)-6,7-diphenyllumazine 
• 159227-99-3 1-(2,3-dideoxy-3-iodo-5-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-diphenyllumazine 
• 159228-00-9 1-(2,3-dideoxy-5-O-p-toluoyl-β-D-glycero-pentofuranosyl)-6,7-diphenyllumazine 
• 159227-94-8 6,7-diphenyl-1-(2-deoxy-β-D-threo-pentofuranosyl)lumazine 
• 159227-90-4 1-(2-O-acetyl-3,5-di-O-pivaloyl-β-D-xylofuranosyl)-6,7-diphenyllumazine 

Relevant academic research and scientific papers

Pteridine nucleosides - New versatile building blocks in oligonucleotide synthesis

Chemical syntheses of 1-(2-deoxy-β-D-ribofuranosyl)lumazines and isoptefins as well as 8-(2-deoxy-β-D-ribofuranosyl)-4-amino-7(8H)pteridones and -isoxantho-pterins have been developed to make the structural analogs of the naturally occurring 2'-deoxyribonucleosides in the pteridine series available. The corresponding phosphoramidites have been used in machine- aided solid-support syntheses leading to new types of fluorescence labeled oligonucleotides. The effects of the various fluorophors on duplex formation and as labels for enzyme reactions is demonstrated.

Nucleosides. LIV. Synthesis and properties of 3'-azido- and 2',3'-dideoxy- 6,7-diphenyllumazine nucleosides

The best approach for the synthesis of 1-(3-azido-2,3-dideoxy-β-D- erythro-pentofuranosyl)lumazine (5) and its 6,7-dimethyl- (4) and 6,7- diphenyl derivatives (3) has been found in the interconversion of the corresponding 1-(2-deoxy-β-D-threo-pentofuranosyl)-lumazines. Monomethoxytritylation at the 5'-position (17, 34, 49) followed by mesylation at the 3'-OH group and subsequent nucleophilic displacement by lithium azide afforded 19, 29 and 47 which were deprotected by acid treatment to give 3-5 in good yields. The syntheses of 1-(2,3-dideoxy-β-D-glycero- pentofuranosyl)- 6,7-diphenyllumazine (6) and its 6,7-dimethyl derivative (7) were achieved from 1-(2-deoxy-β-D-erythro-pentofuranosyl)- 6,7- diphenyllumazine and the corresponding 6,7-dimethyllumazine (26) via their 5'-O-p-toluoyl- (20, 30), and 3'-deoxy-3'-iodo derivatives (24, 31) to form, after radical dehalogenation and final deprotection, 6 and 7. The newly synthesized lumazine nucleosides have been characterized by elemental analyses, UV- and NMR spectra.