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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1296407Generated: November 1, 2026

Trifluoroacetic anhydride → (R)-1-(5-acetoxyhexyl)-7-benzyl-3-methyl 8-(N-(trifluoroacetoxy)aminomethyl)xanthine

https://huagongshe.com/reaction/1296407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant(R)-1-(5-acetoxyhexyl)-8-aminomethyl-7-benzyl-3-methylxanthineHCID 54253673—
SolventChloroformHCID 6212—
Product(R)-1-(5-acetoxyhexyl)-7-benzyl-3-methyl 8-(N-(trifluoroacetoxy)aminomethyl)xanthineHCID 8658557295%

Reaction Steps

A stirring solution of (R)-1-(5-acetoxyhexyl)-8-aminomethyl-7-benzyl-3-methylxanthine in chloroform (30 ml) was treated with trifluoroacetic anhydride (1.0 g, 4.76 mmol) and stirred for 3 hours. Concentration under reduced pressure gave a residue which was purified by flash chromatography on silica gel eluting with ethyl acetate to provide (R)-1-(5-acetoxyhexyl)-7-benzyl-3-methyl 8-(N-(trifluoroacetoxy)aminomethyl)xanthine (1.0 g, 95% yield) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07247630B2
Source datasetuspto-grants-2007_07
ORD IDord-fe907f1574674efabe029595d5cb4986
Source noteuspto-grants-2007_07