66323-40-8

Basic information

• Product Name: alpha-3'-azido-2',3'-dideoxythymidine
• Synonyms: alpha-3'-azido-2',3'-dideoxythymidine
• CAS NO: 66323-40-8
• Molecular Weight: 267.244
• Mol File: 66323-40-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: alpha-3'-azido-2',3'-dideoxythymidine(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-3'-azido-2',3'-dideoxythymidine(66323-40-8)
• EPA Substance Registry System: alpha-3'-azido-2',3'-dideoxythymidine(66323-40-8)

Safety Data

• Hazardous Substances Data: 66323-40-8(Hazardous Substances Data)

Upstream product

• 66323-42-0 1-(5′-O-acetyl-3′-azido-2′,3′-dideoxy-β-D-ribofuranosyl)thymine 
• 66323-41-9 1-(5′-O-acetyl-3′-azido-2′,3′-dideoxy-α-D-ribofuranosyl)thymine 
• 116195-66-5 3'-azido-5'-O-tert-butyldiphenylsilyl-3'-deoxy-α-thymidine 
• 132585-88-7 2,2-Dimethyl-propionic acid (2S,3S,5R)-3-azido-5-phenylsulfanyl-tetrahydro-furan-2-ylmethyl ester 
• 132585-91-2 ((2S,3S,5R)-3-Azido-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-tert-butyl-dimethyl-silane 
• 135281-02-6 5-O-acetyl-3-azido-1-O-(4-biphenylcarbonyl)-2,3-dideoxy-D-erythro-pentofuranose 
• 122359-33-5 (+)-(2E,4S)-5-Acetoxy-4-(formyloxy)-2-pentenal 
• 135357-51-6 (2E,4S)-5-acetoxy-4-hydroxy-2-pentenal 
• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 791084-51-0 methyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-α,β-D-threo-pentofuranoside 
• 114071-61-3 Trifluoro-methanesulfonic acid (2R,3R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl ester 
• 133908-22-2 methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-α,β-D-erythor-pentofuranoside 
• 114071-58-8 methyl 3,5-O-isopropylidene-2-O-<(methylthio)-thiocarbonyl>-αβ-D-xylofuranoside 
• 116195-62-1 methyl 2-deoxy-3,5-O-isopropylidene-αβ-D-threo-pentofuranoside 

Downstream Products

• 1256632-55-9 C₂₃H₃₁N₆O₈P 
• 1352505-13-5 3'-(4-dhlorophenyl-1,2,3-triazol-1-yl)-3'-deoxy-α-D-thymidine 

Relevant articles and documents

Synthesis method of (1 beta, 2 alpha, 4 beta) halogenated nucleoside compound

The invention provides a synthesis method of a (1 beta, 2 alpha, 4 beta) halogenated nucleoside compound, and belongs to the field of organic synthesis. The synthesis method comprises the following steps of dissolving a compound 1 and a chiral phosphoric acid small-molecule catalyst in a solvent to obtain a mixed solution, adding an additive and a halogen source into the mixed solution, and carrying out an olefin asymmetric halogen cyclization reaction to prepare the (1 beta, 2 alpha, 4 beta) halogenated nucleoside compound as shown in a formula I. The synthesis method is simple and convenient in process, suitable for various reaction substrates and wide in application; and the synthesis method has high stereoselectivity on the beta-nucleoside compound and low cost, and the obtained beta-nucleoside compound has the advantages of high yield, high purity and very excellent effect. Meanwhile, the synthesis method is environment-friendly due to no use of a metal catalyst and the like. The synthesis method disclosed by the invention solves the technical problem of preparing the (1 beta, 4 beta) nucleoside compound in the prior art, can be used for efficiently preparing the (1 beta, 4 beta) nucleoside compound, and has a good application prospect.

Potential application of thymidylate kinase in nucleoside analogue activation in Plasmodium falciparum

Plasmodium falciparum thymidylate kinase (PfTMPK) shows a broad range of substrate tolerance when compared to the corresponding human enzyme. Besides 2′-deoxythymidine monophosphate (dTMP), PfTMPK can phosphorylate 3′-azido-2′,3′-dideoxythymidine monophos

A novel synthesis of AZT

A novel synthesis of AZT has been achieved from two commercial available products acetaldehyde and D-mannitol. The originality of the synthesis consists of using the powerful monovinylogation reagent, the 2-lithio-1-trimethylsiloxyethylene, and to introduce the thymine moiety and to build the furanose ring in the same and last step.