40982-79-4

Upstream product

• 362-75-4 2',3'-isopropylidene adenosine 
• 68179-90-8 ((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl methanesulfonate 
• 98-88-4 benzoyl chloride 

Downstream Products

• 138840-71-8 5'-Anisyltelluro-5'-deoxy-2',3'-O-isopropylidene-6-N,N'-dibenzoyl-adenosine 
• 57731-88-1 N⁶,N⁶-dibenzoyl-5'-deoxy-5'-iodo-2',3'-O-isopropylideneadenosine 
• 40653-96-1 N⁶-benzoyl-2',3'-O-isopropylidene-5'-O-methylsulfonyladenosine 
• 68144-26-3 5'-azido-5'-deoxy-N⁶-benzoyl-2',3'-O-isopropylidene adenosine 
• 21950-36-7 5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine 
• 34245-48-2 5'-azido-5'-deoxy-2',3'-O-isopropylidene adenosine 
• 162757-17-7 1-(5'-deoxy-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonylisothiourea 
• 162757-20-2 5'-amino-5'-deoxy-N⁶-benzoyl-3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)adenosine 
• 162757-19-9 1-(N⁶-benzoyl-5'-deoxy-adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea 
• 162757-18-8 1-(5'-deoxy-N⁶,N⁶-dibenzoyl-2',3'-O-isopropylidene adenosin-5'-yl)-2-methyl-3-phenylsulfonyl-isothiourea 
• 57731-92-7 5',8-Cyclo-5'-deoxy-2',3'-O-isopropylidene-6-,N'-dibenzoyl-adenosine 

Relevant academic research and scientific papers

Synthesis of an uncharged cAMP-analogue

3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)-5'-amino-5'-deoxy adenosine, an uncharged cAMP-analogue was synthesized. This was accomplished by treatment of 5'amino-5'-deoxy-2',3'-O-isopropylidene adenosine with dimethyl N-phenylsulfonyldithiocarbamate. After removal of the isopropylidene protecting group and treatment of the intermediate with benzoyl chloride, cyclisation was carried out in DMF containing 10 equivalents of potassium tert-butoxide. Final deprotection of the adenine moiety was carried out with hydrazine hydrate.