167641-88-5

Upstream product

• 243971-82-6 Benzoic acid (2R,3S)-5-(diethoxy-phosphanyloxy)-3-iodo-tetrahydro-furan-2-ylmethyl ester 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 243971-80-4 ((2R,3S,5R)-5-Allyloxy-3-iodo-tetrahydro-furan-2-yl)-methanol 
• 98-88-4 benzoyl chloride 
• 70838-44-7 2,3'-anhydro-5'-O-benzoyl-2'-deoxythymidine 

Downstream Products

• 122621-07-2 1-(5-O-benzoyl-2,3-dideoxy-β-D-glycero-pentofuranosyl)thymine 
• 167641-89-6 3'-α-C-allenyl-5'-O-benzoyl-2',3'-dideoxythymidine 

Relevant academic research and scientific papers

A facile synthesis of 3'-deoxy-3'-fluorothymidine via a highly stereoselective glycosylation with 2,3-dideoxy-3-fluoro-D-erythro- pentofuranosyl diethyl phosphite

Coupling of 2,3-dideoxy-3-fluoro-D-erythro-pentofuranosyl diethyl phosphite with 2,4-bis(trimethylsilyl)thymine under the influence of trimethylsilyl trifluoromethanesulfonate (TM-SOTf) provides a facile and highly stereoselective entry to 3'-deoxy-3'-fluorothymidine (FLT), wherein the use of propionitrile as a solvent as well as the α-configuration of the fluorine atom at C3 has been proven to be responsible for the high β- selectivity of up to 91:9.

Radical Mediated Synthesis of 3'-α-C-allenyl-2',3'-dideoxythymidine as a non-polar analogue of AZT

The 1,2-propadienyl (allenyl) group was selectively introduced at the 3'-α-C position by free radical C-C bond formation reaction involving triphenylprop-2-ynylstannane and protected 2',3'-dideoxy-3'-halogenothymidine.

Radical mediated synthesis of 3'-α-C-allenyl-2',3'-dideoxythymidine as a non-polar analogue of AZT

The synthesis of the novel modified nucleoside (1) exhibiting the 1,2- propadienyl [allenyl] group at the 3'-α-position is described. The 3'-C-C bond was formed by radical reaction between triphenylprop 2-ynylstannane (2) and the 3'-bromo(iodo)-2',3'-dide