108310-94-7

Upstream product

• 288101-60-0 Butyric acid (2R,3S,5R)-2-butyryloxymethyl-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-trifluoromethanesulfonyloxy-purin-9-yl}-tetrahydro-furan-3-yl ester 
• 288101-59-7 Butyric acid (2R,3S,5R)-2-butyryloxymethyl-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-oxo-2,3-dihydro-purin-9-yl}-tetrahydro-furan-3-yl ester 
• 288101-58-6 Butyric acid (2R,3S,5R)-5-{2-amino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-butyryloxymethyl-tetrahydro-furan-3-yl ester 
• 79971-08-7 3',5'-O-dibutyryl 2'-deoxyguanosine 
• 100-27-6 2-(4-nitrophenyl)ethanol 
• 108310-92-5 2-amino-6-(2-(p-nitrophenyl)ethyloxy)-9-[2'-deoxy-β-D-erythropentofuranosyl]purine diacetate 
• 108310-93-6 3',5'-di-O-acetyl-2'-deoxy-O⁶-[2-(4-nitrophenyl)ethyl]xanthosine 

Downstream Products

• 108310-95-8 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one 

Relevant academic research and scientific papers

Synthesis of oligonucleotides containing bulky adducts at guanine N2 via the phosphoramidite of O2-triflate-O6-NPE 2'-deoxyxanthosine

Oligodeoxynucleotides bearing bulky adducts at guanine N2 have been prepared by a postoligomerization strategy in which oligonucleotides containing a highly reactive O2-trifluoromethanesulfonyl-O6-(p- nitrophenethyl) 2'-deoxyxanthosine residue were reacted with (±)-10β-amino- 7,8,9,10-tetrahydro-benzo [a]pyrene-7β,8α,9α-triol and related compounds. (C) 2000 Elsevier Science Ltd.

Synthesis and characterization of oligonucleotides containing 2'- deoxyxanthosine using phosphoramidite chemistry

Oligodeoxynucleotides containing 2'-deoxyxanthosine (X(d)) were synthesized in good yield from a O2,O6-bis[2-(4-nitrophenyl)ethyl](NPE)- protected phosphoramidite of X(d). Attempts to synthesize a O6-monoNPE- protected phosphoramidite resulted in formation of a major by-product. The NPE protecting groups were removed by treatment with oximate ion after, other protecting groups were removed with aqueous NH4OH solution. The composition of the synthetic oligonucleotides was verified by enzymatic degradation and MALDI-TOF mass spectrometry. The efficacy of this procedure allowed isolation of oligodeoxynucleotides containing multiple X(d) residues.