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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249059Generated: October 27, 2026

Boron trifluoride etherate → 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenine

https://huagongshe.com/reaction/249059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantPhosphorus tribromideHCID 24614—
Reactant3',5'-Di-o-acetyladenosineHCID 18651917—
Product9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)adenineHCID 10982560—

Reaction Steps

This compound is prepared by a in situ acyloxonium ion generated by treating 3',5'-di-O-acetyladenosine with boron trifluoride etherate followed by phosphorus tribromide according to the procedure of Kondo, K., Adachi, T., and Inoue, I. (1977), J. Org. Chem., 42:3967. The title compound can also be formed by treating adenosine with tetraacetoxysilane and phosphorus tribromide in the presence of boron trifluoride etherate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212295
Source datasetuspto-grants-1993_05
ORD IDord-2e1be7b41b1840beb84f0078af8769d3
Source noteuspto-grants-1993_05