3'-Azido-3'-deoxy-beta-L-uridine

• CAT Number: I019490
• CAS Number: 2095417-28-8
• Molecular Formula: C9H11N5O5
• Molecular Weight: 269.21
• Purity: ≥95%
• Synonyms: 1-[(2S,3S,4R,5R)-4-azido-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• InChI: InChI=1S/C9H11N5O5/c10-13-12-6-4(3-15)19-8(7(6)17)14-2-1-5(16)11-9(14)18/h1-2,4,6-8,15,17H,3H2,(H,11,16,18)/t4-,6-,7-,8-/m0/s1
• InChIKey: WQBCHXWMHQMQKW-PSQAKQOGSA-N
• SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)N=[N+]=[N-])O

3′-Azido-3′-deoxy-beta-L-uridine (Compound 25) is a nucleoside derivative. 3′-Azido-3′-deoxy-beta-L-uridine is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.

Reference

[1]. Ren Hang, et al. Synthesis of 3′-Azido-D/L-nucleosides. Chinese Journal of Organic Chemistry, 2018, 38(1): 138-147.