75500-02-6

Usage

Uses

Used in Organic Synthesis:
1,3-Dibenzyl-5-fluorouracil is used as a synthetic intermediate for the development of various organic compounds. Its application is based on its unique chemical structure, which allows for further functionalization and incorporation into a wide range of molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,3-Dibenzyl-5-fluorouracil is used as a key component in the synthesis of therapeutic agents. Its role is to provide the necessary structural framework for the development of new drugs, particularly those targeting cancer and other diseases. 1,3-Dibenzyl-5-fluorouracil's reactivity and versatility make it an attractive candidate for drug design and optimization.
Used in Research and Development:
1,3-Dibenzyl-5-fluorouracil is also utilized in research and development settings, where it aids scientists in understanding the fundamental chemical reactions and mechanisms involved in organic synthesis. Its use in this context is crucial for advancing the knowledge base and driving innovation in the field of chemistry and related disciplines.

InChI:InChI=1/C18H15FN2O2/c19-16-13-20(11-14-7-3-1-4-8-14)18(23)21(17(16)22)12-15-9-5-2-6-10-15/h1-10,13H,11-12H2

Upstream product

• 51-21-8 5-fluorouracil 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 120889-34-1 2,4-dibenzyl-6-fluoro-7,7,8,8-tetramethyl-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 
• 51-21-8 5-fluorouracil 
• 75500-12-8 N₁,N₃-Dibenzyl-5-fluoro-5,6-dihydrouracil 

Relevant academic research and scientific papers

Improved chemical syntheses of 5,6-dihydro-5-fluorouracil

(Chemical Equation Presented) 5,6-Dihydro-5-fluorouracil (5-DHFU) is a metabolite of the chemotherapy drug 5-fluorouracil (5-FU) of importance for biological studies. 5-DHFU has been prepared by enzymatic reduction of 5-FU and in very low yield by hydrogenation of 5-FU; however, a practical chemical synthesis is not available. Facile racemic syntheses of 5-DHFU from 5-FU or uracil, using p-methoxybenzyl protecting groups followed by L-Selectride reduction, are reported.

The photocycloaddition reactions of uridine and related compounds with 2,3-dimethyl-2-butene

The photochemical reactions of uracil and 5-fluorouracil derivatives with simple alkenes have been investigated. Photocycloaddition of uracil or 5-fluorouracil derivatives and 2,3-dimethyl-2-butene in acetone gave an enantiomeric mixture of cross cycloadducts (4, 7) in moderate yields. Under similar conditions, diastereomers of 4-substituted 7,7,8,8-tetramethyl-cis-2,4-diazabicyclo[4.2.0]octane-3,5-dione nucleosides (14-17) were formed from uridine or 5-fluorouridine derivatives in good yields. The structures and stereochemistry of these cycloadducts of the nucleoside series were elucidated on the basis of the proton nuclear magnetic resonance spectra and X-ray crystallographic analysis.

A FACILE SYNTHESIS OF 1,3-DIALKYL-5-FLUOROURACILS BY MEANS OF PHASE TRANSFER CATALYSIS

The reaction of 5-fluorouracil with an alkyl halide in the presence of a phase transfer catalyst and potassium hydroxide gives 1,3-dialkyl-5-fluorouracil in good yield.

A new synthesis of n-blocked dihydrouracil and dihydroorotic acid derivatives using lithium tri-sec-butyl borohydride as reducing agent

1,3-Di-N-substituted uracil and its derivatives have been reduced with lithium-tri-sec-butyl borohydride to the corresponding 5,6-dihydro compounds in excellent yields. Alkylation of 5-position of uracil is also very conveniently accomplished.