Compound Q&A

How is (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2-amino-8-bromo-6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate (CAS: 15717-45-0) typically synthesized?

Answer

(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2-amino-8-bromo-6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate
This compound is typically synthesized via a multi-step reaction involving the protection of the purine ring with an acetate ester, followed by acetylation of the tetrahydropyran moiety. The reaction is catalyzed by a suitable acid or base, and the overall yield is around 70-80%. The key steps include protecting group installation, acylation, and deprotection.

About

CAS No 15717-45-0
English Name (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2-amino-8-bromo-6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate
Molecular Formula C16H18BrN5O8
Molecular Weight 488.25 g/mol
SMILES CC(=O)OCC1C(C(C(O1)N2C3=C(C(=O)NC(=N3)N)N=C2Br)OC(=O)C)OC(=O)C
InChIKey JLZCAXCVNVVXJL-IDTAVKCVSA-N
Last Updated: 2026-01-01 15:34

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