3257-69-0

Upstream product

• 100-52-7 benzaldehyde 
• 58-61-7 adenosine 

Downstream Products

• 114958-17-7 4-Sulfamoyl-benzoic acid (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 114958-20-2 4-Phenylsulfamoyl-benzoic acid (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 114958-22-4 4-Benzylsulfamoyl-benzoic acid (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 114958-25-7 4-Phenethylsulfamoyl-benzoic acid (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 114958-28-0 4-(3-Phenyl-propylsulfamoyl)-benzoic acid (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 1356085-05-6 2',3'-O-benzylidene-5'-O-(tert-butyldimethylsilyl)adenosine 
• 1356085-09-0 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-(tert-butyldimethylsilyl)adenosine 
• 1356085-37-4 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz-L-tryptophanyl)sulfamoyl]adenosine 
• 1356085-35-2 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz-L-tyrosyl(OBn))sulfamoyl]adenosine 
• 1356085-33-0 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz)-L-serinyl(P(O)(OBn)2)sulfamoyl]adenosine 
• 1356085-30-7 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz)-L-homoserinyl(OBn)sulfamoyl]adenosine 
• 1356085-27-2 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz-L-ornithinyl(δ-Cbz))-sulfamoyl]adenosine 
• 1356085-24-9 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(2,4-di(benzyloxycarbonylamino)-L-butyryl)sulfamoyl]adenosine 
• 1356085-21-6 6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz-L-lysinyl(ε-Cbz))sulfamoyl]adenosine 

Relevant academic research and scientific papers

Solid-phase synthesis of 5'-O-[N-(Acyl)sulfamoyl]adenosine derivatives

The solid-phase synthesis of 5'-O-[N-(acyl)sulfamoyl]adenosine derivatives is described. The use of a Rink amide polystyrene solid support together with an appropriately protected ribo-purine starting material allowed for the development of a highly reliable and practical route for the solid-phase synthesis of 5'-O-[N-(acyl)sulfamoyl]adenosines. The developed procedure enables the efficient parallel synthesis of the target compounds in high yields. These compounds are non-hydrolysable isosteres of acyl-adenylates, which play an important role in a range of different metabolic pathways such as ribosomal and non-ribosomal peptide synthesis, fatty acid oxidation or enzyme regulation; some adenylate-forming enzymes are potential drug targets.

Investigation, optimization and synthesis of sulfamoyloxy-linked aminoacyl-AMP analogues

Aminoacyl-tRNA synthetases (aaRSs) constitute a family of enzymes that transfer amino acids to their corresponding tRNA molecules to form aminoacyl-tRNAs and have been validated as potential drug targets. Sulfamoyloxy-linked aminoacyl-AMP analogues are potent inhibitors of aaRSs. In this article, we report the synthesis of several new sulfamoyl analogues of aa-AMP that up to now have been difficult or even impossible to prepare with current synthetic strategies. The developed synthetic strategy relies on performing the synthesis under neutral conditions followed by global deprotection using catalytic hydrogenation affording the desired 5′-O-(N-aminoacyl)sulfamoyladenosine compounds.

Synthesis of 8-aminoadenosine 5′-(aminoalkyl phosphates), analogues of aminoacyl adenylates

A short and efficient route for the synthesis of aminoalkyl 8-aminoadenylates, potential aminoacyl-tRNA synthetase inhibitors, is presented. Aminoalkyl 8-aminoadenylates were synthesized using a 5′-H-phosphonate strategy involving minimal protecting group manipulations and a single final deprotection step.