120401-57-2

Upstream product

• 120401-52-7 1-(2'-anilino-2'-deoxy-β-D-arabinofuranosyl)uracil 
• 22329-20-0 (6R,7R,8S,9R)-7,8-dihydroxy-7,8,9,10-tetrahydro-2H,6H-6,9-epoxypyrimido[2,1-b][1,3]oxazocin-2-one 
• 62-53-3 aniline 
• 120401-43-6 2'-O-tosyl-2,5'-anhydrouridine 
• 120401-46-9 2,2'-phenylimino-1-(2'-deoxy-β-D-arabinofuranosyl)uracil 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

SYNTHESES AND ALKALINE HYDROLYSES OF 2,2'-IMINO- AND 2,2'-(SUBSTITUTED IMINO)-1-(2'-DEOXY-β-D-ARABINOFURANOSYL)URACILS

In order to examine the possibility of 'up' amination of sugar part of pirimidine nucleosides through pyrimidine N-cyclonucleosides, 2,2'-imino-1-(2'-deoxy-β-D-arabinofuranosyl)uracil (6g) and various N-substituted derivatives of (6g), (6a-f) were synthesized by amination-cyclization reactions of 2'-O-tosyl-2,5-anhydrouridine (5).The latter was synthesized from 2,5'-anhydrouridine (4) by 2',3'-O- dibutylstannylation followed in situ tosylation.N-p-Methoxyphenylisocytidine (7) obtainable from (4) was also cyclized to (6d) by treatment with 1,1'carbonyldi-imidazole. 2,2'-Arylamino analoques (6c,d) were hydrolysed with 2M NaOH-MeOH (1:1) e xtremely rapidly to give 2'-deoxy-2'arylamino uracil-arabinosides (8a,b).The 2',3'-dideoxy-2',3'-(N-phenyl)imino analoque of arabinoside (8a),(9), was used for the purpose of structural corroboration of (8a,b).Similar dehydrative cyclization of (6g) gave the 5',N-anhydro derivative, compound (10), while alkali-treatment gave a fragmentation product, imidazopyrimidin-7(8H)-one (11).Spectroscopic arquments which support structures (6), (10), and (11) are also presented.