Title :
A novel and efficient synthesis of 3′-amino-3′-deoxyadenosine
Author :
Chen, Wei ; Qian, Xin-Ming ; He, Xue-Qiu ; Peng, Tao
Author_Institution :
State Key Lab. of Explosion Sci. & Technol., Beijing Inst. of Technol., Beijing, China
Abstract :
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 H2, 3´-amino-3´-deoxyadenosine was synthesized. This method was facile and efficient.
Keywords :
chemical engineering; hydrogen compounds; palladium compounds; 3-amino-3-deoxyadenosine; N-benzyl-4-nitrobenzenesulfonamide; acetyl bromide; adenosine; adenosine synthesis; thiophenol; triethyl orthoacetate; Chemicals; Nuclear magnetic resonance; Proteins; Silicon compounds; Solids; Suspensions; 3′-Amino-3′- deoxyadenosine; Adenosine; Meisenheimer; N-benzyl-4-nitrobenzenesulfonamide;
Conference_Titel :
Remote Sensing, Environment and Transportation Engineering (RSETE), 2011 International Conference on
Conference_Location :
Nanjing
Print_ISBN :
978-1-4244-9172-8
DOI :
10.1109/RSETE.2011.5966058
