134953-44-9

Upstream product

• 100-39-0 benzyl bromide 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 100-44-7 benzyl chloride 
• 16054-77-6 3,5-di-O-benzyl-D-xylofuranose 
• 41341-99-5 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose 
• 146986-45-0 1,2-di-O-acetyl-3,5-di-O-benzyl-α/β-D-xylofuranose 
• 65-71-4 thymin 

Downstream Products

• 16053-52-4 threothymidine 
• 134953-46-1 Thiocarbonic acid O-[(2R,3R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester 
• 134953-47-2 (3',5'-di-O-benzyl-2'-desoxy-β-D-threo-pentofuranosyl)thymine 
• 146918-97-0 (2'R)(2'-deoxy-2'-deutero-3'-O-mesyl-5'-O-trityl-β-D-xylofuranosyl)thymine 
• 146918-98-1 C₂₉H₂₆⁽²⁾HN₅O₄ 
• 146918-96-9 C₂₉H₂₇⁽²⁾HN₂O₅ 
• 146918-94-7 1-(3',5'-di-O-benzyl-2'-O-mesyl-β-D-xylo-furanosyl)thymine 
• 146933-27-9 (2'R)(3',5'-di-O-benzyl-2'-deoxy-2'-deutero-β-D-xylofuranosyl)thymine 
• 146918-95-8 (2'-bromo-3',5'-di-O-benzyl-2'-deoxy-β-D-xylofuranosyl)thymine 
• 134953-45-0 1-(3',5'-di-O-benzyl-β-D-xylo-furanosyl)thymine 

Relevant academic research and scientific papers

Preparation of 3'-azido-3'-deoxy-thymidine (AZT) from D-xylose.

A synthetic route to 3'-azido-3'-deoxy-thymidine (AZT) starting from readily available D-xylose is described.In order to perform complete stereocontrol during the coupling step we decided to prepare the D-xylofuranose synthon 6a bearing a participating group at C-2 and non base-labile protective groups at C-3 and C-5.Thus, further selective deprotection at C-2' of the resulting nucleoside, followed by deoxygenation is straightforward and affords (2'-deoxy-β-D-threo-pentofuranosyl)-thymine 11, a precursor close to AZT.