87888-87-7

Upstream product

• 87888-82-2 2',3'-O-isopropylidene-9-(RS)-(2,3-dihydroxypropyl)-8-bromoadenine 
• 100-51-6 benzyl alcohol 
• 129940-50-7 (S)-tritylglycidol 
• 400864-59-7 6-amino-9-[(RS)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-7H-purin-8(9H)-thione 

Downstream Products

• 87888-92-4 C₂₂H₂₃N₅O₇S₂ 
• 87888-91-3 Toluene-4-sulfonic acid 3-(6-amino-8-hydroxy-purin-9-yl)-2-hydroxy-propyl ester 

Relevant academic research and scientific papers

Transformation of 8-[(2-hydroxyalkyl)sulfanyl]adenines to 6-amino-7H-purin-8(9H)-one derivatives

Alkylation of 6-amino-7H-purin-8(9H)-thione (8-sulfanyladenine, 1) with one equivalent of (R)-[(trityloxy)methyl]oxirane gave its S-alkyl derivative 2, which was converted to the 6-amino-7H-purin-8(9H)-one (3), while alkylation of 1 with two equivalents o

PREPARATION OF ISOMERIC 3-AMINOPROPYLAMINO DERIVATIVES OF 9-(RS)-(2,3-DIHYDROXYPROPYL)ADENINE

Treatment of 9-(RS)-(2,3-dihydroxypropyl)adenine (III) with bromine in water afforded the 8-bromo derivative IV which on reaction with acetone was converted into the 1,3-dioxolane derivative VI.Reaction of compound VI with 1,3-diaminopropane, followed by acid hydrolysis, gave 9-(R,S)-(2,3-dihydroxypropyl)-8-(3-aminopropylamino)adenine (VIII).Compound IV reacts with 1,3-diaminopropane under formation of a mixture of compound VIII and isomeric 9-(RS)--8-hydroxyadenines (IX,X). 9-(R,S)-(2,3-Dihydroxypropyl)-8-hydroxyadenine (XVII) was prepared by reaction of compound VI with sodium benzoxide in dimethylformamide and subsequent acid hydrolysis.Its tosylation, followed by reaction of the obtained 3'-O-p-toluenesulfonyl derivative XVIII with 1,3-diaminopropane, furnished also the compound IX.In an analogous way, 9-(RS)-adenine (XXI) was prepared from the 3'-O-p-toluenesulfonyl derivative of compound III (XX).