A novel and efficient synthesis of 3′-amino-3′-deoxyadenosine

A novel method for efficient synthesis of 3'amino-3' deoxyadenosine from adenosine was developed. Adenosine was reacted with triethyl orthoacetate and then acetyl bromide to afford 2', 5'-0-acetyl-3'-bromo-3'-deoxyadenosine, which reacted with N-benzyl-4-nitrobenzenesulfonamide and then with thiophenol to yield 3'-(benzylamino)-3'-deoxy-adenosine. Following treated with Pd/C and H 2 , 3'-amino-3'-deoxyadenosine was synthesized. This method was facile and efficient.