3'-Azido-3'-deoxy-5-fluorocytidine

• CAT Number: I019491
• CAS Number: 2095417-18-6
• Molecular Formula: C9H11FN6O4
• Molecular Weight: 286.22
• Purity: ≥95%
• Synonyms: 4-amino-1-[(2R,3R,4S,5S)-4-azido-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidin-2-one
• InChI: InChI=1S/C9H11FN6O4/c10-3-1-16(9(19)13-7(3)11)8-6(18)5(14-15-12)4(2-17)20-8/h1,4-6,8,17-18H,2H2,(H2,11,13,19)/t4-,5-,6-,8-/m1/s1
• InChIKey: MOEHIWUXKDQZBL-UAKXSSHOSA-N
• SMILES: C1=C(C(=NC(=O)N1C2C(C(C(O2)CO)N=[N+]=[N-])O)N)F

3′-Azido-3′-deoxy-5-fluorocytidine (Compound 12) is a cytidine derivative. 3′-Azido-3′-deoxy-5-fluorocytidine 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.