319458-60-1

Upstream product

• 100643-27-4 2,6-diamino-3H-pyrimidin-4-one 
• 4541-14-4 4-benzyloxy-butan-1-ol 
• 319458-58-7 2,6-diamino-5-[3-(benzyloxy)-1-(nitromethyl)propyl]-4(3H)-pyrimidinone 
• 319458-57-6 (E)-(((4-nitrobut-3-en-1-yl)oxy)methyl)benzene 
• 19790-60-4 3-Benzyloxypropanal 
• 5470-84-8 4-benzyloxybutanal 
• 319458-59-8 4-(benzyloxy)-2-(2,4-diamino-6-oxo-1,6-dihydro-5-pyrimidinyl)butanal oxime 
• 319458-56-5 4-benzyloxy-1-nitro-butan-2-ol 

Downstream Products

• 891769-89-4 2-amino-5-(3-benzyloxyethyl)-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-thione 

Relevant academic research and scientific papers

The syntheses and properties of tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine and O6-methylguanine

The syntheses of novel tricyclic pyrrolo[2,3-d]pyrimidine analogues of S6-methylthioguanine are described. The crystal structures and pKa values of these and related O6-methylguanine analogues are reported. All compounds display higher pKa values than O 6-methylguanine with the sulfur-containing analogues being the more basic and exhibiting higher stability in aqueous solution. In a standard substrate assay with the human repair protein O6-methylguanine-DNA methyltransferase (MGMT) only the oxygen-containing analogue displayed activity. The Royal Society of Chemistry 2006.

A new and versatile synthesis of 5-substituted pyrrolo[2,3-d]pyrimidines

We have developed a new methodology for the construction of 5-substituted pyrrolo[2,3-d]pyrimidines that involves the reduction of a nitroalkane to an oxime using the reducing ability of the Sn(SR3)- species, followed by mild, acid-catalysed deoximation of the resulting adduct using Dowex-H+ resin to form an intermediate aldehyde that spontaneously cyclises to the fused pyrrole ring. (C) 2000 Elsevier Science Ltd.