32077-99-9

Upstream product

• 108-24-7 acetic anhydride 
• 21950-36-7 5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine 

Downstream Products

• 357928-40-6 3-{Acetyl-[(3aR,4R,6R,6aR)-6-(6-benzyloxycarbonylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-amino}-2-diazo-3-oxo-propionic acid methyl ester 
• 357928-53-1 3-{Acetyl-[(3aR,4R,6R,6aR)-6-(6-benzyloxycarbonylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-amino}-3-oxo-propionic acid methyl ester 
• 357928-51-9 5'-acetamido-5'-deoxy-2',3'-isopropylidene-N⁶-[phenylmethoxycarbonyl]adenosine 

Relevant academic research and scientific papers

Deamination of 5′-substituted-2′,3′-isopropylidene adenosine derivatives catalyzed by adenosine deaminase (ADA, EC 3.5.4.4) and complementary enzymatic biotransformations catalyzed by adenylate deaminase (AMPDA, EC 3.5.4.6): A viable route for the preparation of 5′-substituted inosine derivatives

Adenosine deaminase (ADA) catalyzes the deamination of 2′,3′-isopropylidene adenosine and the corresponding 5′-amino derivative in a 3% dimethylsulfoxide aqueous solution. Whereas ADA is unable to convert other 5′-substituted derivatives (acetate, acetamido, azide), the enzyme adenylate deaminase (AMPDA) accepts all the above compounds as substrates for their biotransformation to the corresponding 5′-substituted inosine derivatives.

Synthesis of a new class of 5'-functionalized adenosines using a rh(ii)-catalyzed 1,3-dipolar cycloaddition.

[reaction: see text] Chemically protected adenosine was functionalized at the 5' position to generate novel dipolarophiles and mesoionic dipoles. These species were found to undergo facile 1,3-dipolar cycloaddition to afford a new series of adenosine derivatives that contain a point of diversification at the 5' position of adenosine.