6612-73-3

Upstream product

• 911667-45-3 N⁶,O^3'-diacetyl-O^5'-trityl-2'-deoxy-adenosine 
• 108-24-7 acetic anhydride 
• 958-09-8 2'-deoxy-D-adenosine 
• 17318-24-0 3',5'-di-O-acetyl-2'-deoxyadenosine 
• 141479-77-8 Acetic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 

Downstream Products

• 532-20-7 D-Ribose 
• 653-63-4 2'-deoxyadenosine-5'-monophosphoric acid 
• 189887-57-8 Acetic acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-(1,3-diphenyl-imidazolidin-2-yl)-tetrahydro-furan-3-yl ester 
• 189887-56-7 2',5'-dideoxy-5',5'-(N,N-diphenylethylenediamino)adenosine 

Relevant academic research and scientific papers

Selective removal of the 2′- and 3′-0-acyl groups from 2′,3′,5′-tri-O-acylribonucleoside derivatives with lithium trifluoroethoxide

Selective cleavage of O2′ and O3′ ester groups from ribonucleoside derivatives has been accomplished with Dowex 1 × 2 (CF 3CH2O-) in 2,2,2-trifluoroethanol (TFE) or lithium trifluoroethoxide/TFE. Deacylations with Li+ -OCH2CF3/TFE proceed at ambient temperature (or with mild heating) to give the 5′-O-acyl derivatives in superior yields and higher purity than prior approaches for selective O2′ and O3′ ester deprotection.

REMOVAL OF SILYL PROTECTING GROUPS FROM HYDROXYL FUNCTIONS WITH AMMONIUM FLUORIDE IN METHANOL

Treatment of silyl ethers with excess ammonium fluoride in methanol at 60 deg C effected cleavage to alcohols within 5 hours.Deprotection at ambient temperature required 1-2 days.NH4F/MeOH is an economical alternative to TBAF/THF.

Molecular conformation of 2'-deoxy-3',5'-di-O-acetyl adenosine. Crystal structure and high resolution proton nuclear magnetic resonance investigations

2'-Deoxy-3',5'-di-O-acetyl adenosine crystallizes in the orthorombic space group P212121, and the cell dimensions are a = 7.768(1) Angstroem, b = 12.890(1) Angstroem, c = 15.495(1) Angstroem; Z = 4 molecules per cell.Least-squares refinement converged at R = 0.054 for 1752 observed reflections.The adenine bases are linked via N6-H...N1 and N6-H...N7 hydrogen bonds, in such a way that infinite one-dimensional chains are formed.Comments are made on the fact that this structure is entirely different from the parallel dimer that was found for 3',5'-di-O-acetyl thymidine.Furthermore, the conformational preferences of the title compound in aqueous solution have been determined with 300- and 500-MHz 1H nmr.It is found that the X-ray structure and the solution conformation are essentially similar, except fot the C4'-C5' conformation, that isγ- in the solid state, and predominantly γ+ in solution.