102423-04-1

Upstream product

• 102423-16-5 allyl 1-benzotriazolyl carbonate 
• 102434-69-5 9-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-ylamine 
• 102423-06-3 (9-{(2R,4S,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid allyl ester 
• 51600-10-3 2'-deoxy-5-O-[(4-methoxyphenyl)(diphenyl)methyl]adenosine 

Downstream Products

• 102434-69-5 9-{(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-ylamine 
• 102423-06-3 (9-{(2R,4S,5R)-4-Hydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid allyl ester 
• 51600-10-3 2'-deoxy-5-O-[(4-methoxyphenyl)(diphenyl)methyl]adenosine 

Relevant academic research and scientific papers

Electrochemical removal of allylic protecting groups in nucleotide synthesis

Electrochemical, palladium(0)-mediated removal of allylic protecting groups of nucleosides and nucleotides is described. This method required no chromatographic treatment for isolation of the products.

Phosphoramidite compounds and process for production thereof

Phosphoramidite compounds of the general formula STR1 wherein each of R1 and R2 represents a hydroxyl group having a protective group, or the group --OR4, R3 represents a hydrogen atom, a hydroxyl group having a protective group, or the group --OR4, R4 represents the group STR2 X represents a secondary amino group, R5 represents an allylic residue or a protective group capable of being split off by beta-cleavage, and BAOC represents a nucleoside base residue in which the amino or imino group is protected with an allyloxycarbonyl-type residue, with the proviso that only one of R1, R2 and R3 represents the group--OR4. The compounds can be produced by reacting a nucleoside represented by the general formula STR3 wherein each of R1 ' and R2 ' represents a hydroxyl group which may have a protective group, R3 ' represents a hydrogen atom, or a hydroxyl group which may have a protective group, and BAOC is as defined, with the proviso that only one of R1 ', R2 'and R3 ' is a hydroxyl group, with a phosphoramide compound represented by the general formula STR4 wherein X and R5 are as defined, and Y represents a secondary amino group or a halogen atom.

Allyloxycarbonyl Group: A Versatile Blocking Group for Nucleotide Synthesis

Allyloxycarbonyl (AOC) is excellent for the protection of sugar hydroxyls and amino and imide moieties of nucleoside bases.The deblocking is easily performed by brief treatment with a palladium catalyst and a variety of nucleophiles at room temperature.