58090-53-2

Basic information

• Product Name: 2,4-Di-tert-butoxy-5-fluoro-pyrimidine
• Synonyms: 2,4-Di-tert-butoxy-5-fluoro-pyrimidine
• CAS NO: 58090-53-2
• Molecular Formula: C12H19FN2O2
• Molecular Weight: 242
• Mol File: 58090-53-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,4-Di-tert-butoxy-5-fluoro-pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Di-tert-butoxy-5-fluoro-pyrimidine(58090-53-2)
• EPA Substance Registry System: 2,4-Di-tert-butoxy-5-fluoro-pyrimidine(58090-53-2)

Safety Data

• Hazardous Substances Data: 58090-53-2(Hazardous Substances Data)

Upstream product

• 2927-71-1 2,4-dichloro-5-fluoropyrimidine 
• 865-48-5 sodium t-butanolate 
• 865-47-4 potassium tert-butylate 

Relevant articles and documents

A Transmetalation Reaction Enables the Synthesis of [18F]5-Fluorouracil from [18F]Fluoride for Human PET Imaging

Translation of new 18F-fluorination reactions to produce radiotracers for human positron emission tomography (PET) imaging is rare because the chemistry must have useful scope and the process for 18F-labeled tracer production must be robust and simple to execute. The application of transition metal mediators has enabled impactful 18F-fluorination methods, but to date none of these reactions have been applied to produce a human-injectable PET tracer. In this article we present chemistry and process innovations that culminate in the first production from [18F]fluoride of human doses of [18F]5-fluorouracil, a PET tracer for cancer imaging in humans. The first preparation of nickel σ-aryl complexes by transmetalation from arylboronic acids or esters was developed and enabled the synthesis of the [18F]5-fluorouracil precursor. Routine production of >10 mCi doses of [18F]5-fluorouracil was accomplished with a new instrument for azeotrope-free [18F]fluoride concentration in a process that leverages the tolerance of water in nickel-mediated 18F-fluorination.