58138-78-6

Basic information

• Product Name: O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL
• Synonyms: O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL;BIS(TRIMETHYLSILYL)-5-FLUOROURACIL;2,4-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL
• CAS NO: 58138-78-6
• Molecular Formula: C₁₀H₁₉FN₂O₂Si₂
• Molecular Weight: 274.44
• Mol File: 58138-78-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL(58138-78-6)
• EPA Substance Registry System: O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL(58138-78-6)

Safety Data

• Hazardous Substances Data: 58138-78-6(Hazardous Substances Data)

Usage

General Description

O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL is a chemical compound that is commonly used in organic synthesis and pharmaceutical research. It is a derivative of 5-fluorouracil, a medication used to treat certain types of cancer. The addition of O,O'-BIS(TRIMETHYLSILYL) groups to the 5-fluorouracil molecule increases its stability and allows for easier handling and storage. O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL is often used as a building block in the synthesis of nucleoside analogues and other bioactive molecules. It is important to handle O,O'-BIS(TRIMETHYLSILYL)-5-FLUOROURACIL with caution, as it may exhibit some hazardous properties and should only be used by trained professionals in a laboratory setting.

Upstream product

• 51-21-8 5-fluorouracil 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 

Downstream Products

• 77594-31-1 Acetic acid 2-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-methylsulfanyl-ethyl ester 
• 17902-23-7 tegafur 
• 82073-05-0 1-<α-(2-hydroxyethoxy)-2-acetyloxybenzyl>-5-fluorouracil 
• 936-51-6 2-phenyl-1,3-dioxolane 
• 81099-38-9 Acetic acid 2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethylsulfanyl]-2-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethyl ester 
• 77594-22-0 5-Fluoro-1-[2-hydroxy-1-(2-hydroxy-ethylsulfanyl)-ethyl]-1H-pyrimidine-2,4-dione 
• 98224-70-5 2-[2-Chloro-2-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-ethyl]-isoindole-1,3-dione 
• 174505-77-2 2-[3-(5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-p-tolylsulfanyl-propyl]-isoindole-1,3-dione 
• 105166-06-1 (3R,4R,5R,6R)-5-fluoro-5-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-6-methoxy-tetrahydro-2H-pyran-3,4-diyl diacetate 
• 105166-08-3 methyl 3,4-di-O-acetyl-2-deoxy-2(R)-(1,3-dihydro-2,4-dioxo-5-fluoro-1-pyrimidinyl)-2-fluoro-α-D-arabinopyranoside 
• 130410-00-3 5-fluoro-1-(trans-3'-fluoro-2',3',5',6'-tetrahydro-2'-pyranyl)uracil 
• 130410-00-3 5-fluoro-1-(cis-3'-fluoro-2',3',5',6'-tetrahydro-2'-pyranyl)uracil 
• 130410-01-4 5-fluoro-1-(trans-3'-fluoro-2',3',4',5'-tetrahydro-2'-furanyl)uracil 
• 130410-01-4 (+/-)-5-fluoro-1-((2'R,3'S)-3'-fluorotetrahydrofuran-2'-yl)pyrimidine-2,4(1H,3H)-dione 

Relevant articles and documents

An Unexpected Synthesis of a Dihydropyrrolo-[1,2-c]pyrimidinedione Nucleoside Analogue from 5-Fluorouracil

In the presence of an excess of LDA, the tandem deprotonation-alkylation reaction of 1-cyanomethyl-5-fluorouracil with epibromohydrin gives the novel dihydropyrrolo[1,2-c]pyrimidinedione 4 as a mixture of diastereoisomers.

Uracil analogues of the acylonucleoside 9--methyl>guanine (BIOLF-62)

A series of substituted uracil analogues of the antiviral agent 9-methyl>guanine (BIOL-62) has been synthesized and characterized.The uracil analogues show little activity against herpesviruses.

Silylation of 5-fluoro-6-hydroxy or alkoxy pyrimidine

A process for producing bis-silyl derivatives of fluorinated pyrimidines is disclosed, wherein a 5-fluoro-6-hydroxy or alkoxy pyrimidine is reacted with a silane, such as triethylchlorosilane. The intermediate product produced by that reaction, which is obtained in high yield, may then be reacted with a further compound, which can be a blocked sugar halide or 2-chlorotetrahydrofuran, to produce a nucleoside of the pyrimidine. The nucleosides are useful as antibacterial and antiviral agents, and in the treatment of cancer.