134756-79-9

Upstream product

• 134736-73-5 Methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-(3-hydroxypropyl)-α-D-erythro-pentofuranoside 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 134736-70-2 Methyl 5-O-tert-butyldiphenylsilyl-2,3-dideoxy-3-(3-oxopropyl)-α-D-erythro-pentofuranoside 
• 130087-24-0 methyl 5-O-tert-butyldiphenylsilyl-3-iodo-2,3-dideoxy-α-D-threo-pentofuranoside 

Downstream Products

• 134736-74-6 1-<5-O-tert-Butyldiphenylsilyl-3-(3-tert-butyldiphenylsilyloxypropyl)-2,3-dideoxy-α-D-erythro-pentofuranosyl>thymine 
• 134736-75-7 1-<5-O-tert-Butyldiphenylsilyl-3-(3-tert-butyldiphenylsilyloxypropyl)-2,3-dideoxy-β-D-erythro-pentofuranosyl>thymine 

Relevant academic research and scientific papers

Synthesis of 1-thymines

Free radicals generated by reaction of protected methyl 2,3-dideoxy-3-iodopentofuranosides 2, 3, and 9 with tributyltin hydride in the presence of a radical initiator (AIBN) were treated with acrolein to give methyl 2,3-dideoxy-3-(3-oxopropyl)pentofuranosides 4 and 5.Reduction of 5 with sodium borohydride followed by protection of hydroxy groups by reaction with tert-butyl chlorodiphenylsilane gave the carbohydrate derivative 11 which was condensed with silylated thymine to afford a separable mixture of α- and β-nucleosides 13 and 14.These nucleosides were subsequently deprotected to give the 3'-propyl-extended thymidine 16 and its corresponding α-isomer 15. Key Words: Thymidine, 3'-deoxy-3'-(3-hydroxypropyl)- / Nucleoside synthesis / Carbohydrates, branched