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Usage

Uses

Used in Medicinal Chemistry Research:
1-(2,5-anhydropentofuranosyl)pyrimidine-2,4(1H,3H)-dione is used as a research compound for the development of new drugs. Its unique structure and potential pharmacological activities make it a valuable tool in the search for novel therapeutic agents.
Used in Organic Chemistry and Drug Discovery:
1-(2,5-anhydropentofuranosyl)pyrimidine-2,4(1H,3H)-dione is used as a precursor for the synthesis of other organic compounds. Its structure and properties make it an interesting target for further investigation in the field of organic chemistry, potentially leading to the discovery of new drugs and therapeutic agents.
Used in Pharmaceutical Industry:
1-(2,5-anhydropentofuranosyl)pyrimidine-2,4(1H,3H)-dione is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to interact with biological systems and exhibit pharmacological activities makes it a valuable asset in the development of new drugs and therapies.

Upstream product

• 65591-46-0 2,2'-Anhydro-1-(5-chloro-5-deoxy-β-D-arabinofuranosyl)uracil 
• 84856-81-5 Acetic acid (2R,3S,4S,5S)-4-acetoxy-5-bromomethyl-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 32830-01-6 4-Amino-1-(2,5-anhydro-β-D-arabinofuranosyl)pyrimidin-2(1H)-one 
• 59968-05-7 1-((2R,3S,4S,5S)-5-Bromomethyl-3,4-dihydroxy-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione 
• 34627-73-1 2',5'-dichloro-2',5'-dideoxyuridine 
• 58-96-8 uridine 

Downstream Products

• 117901-59-4 1-<3-O-(tert-Butyldimethylsilyl)-5-deoxy-5-phenylselenenyl-β-D-arabinofuranosyl>uracil 
• 59968-05-7 1-((2R,3S,4S,5S)-5-Bromomethyl-3,4-dihydroxy-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione 
• 80541-18-0 1-((2S,3S,4S,5S)-5-Bromomethyl-3,4-dihydroxy-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione 
• 66-22-8 uracil 

Relevant academic research and scientific papers

Simple Method for the Synthesis of 5-Substituted 2',5'-Anhydro-2',5'-dideoxy-1-β-D-arabinofuranosyluracils

Reaction of 5-substituted 2',5'-dichloro-2',5'-dideoxyuridines (1) with methanolic sodium hydroxide under reflux afforded the corresponding 5-substituted 2',5'-anhydro-2',5'-dideoxy-1-β-D-arabinofuranosyluracils (2) in high yields.

PREPARATION OF THE 1-(2,5-ANHYDRO-β-D-ARABINOFURANOSYL) DERIVATIVE OF CYTOSINE AND URACIL AND THEIR CLEAVAGE WITH HYDROGEN BROMIDE

Anhydronucleoside Ia was prepared from chloroarabinofuranoxylcytosine IIIc or from 2,2'-anhydro-1-(5-chloro-5-deoxy-β-D-arabinofuranosyl)cytosine by the action of a strongly basic ion exchanger.The anhydro derivative IIa was prepared from 2,2'-anhydro-1-(5-chloro-5-deoxy-β-D-arabinofuranosyl)uracil by treatment with aqueous solution of sodium hydroxide.The action of hydrogen bromide in dimethylformamide on 2',5'-anhydronucleosides Ia and IIa leads both to the cleavage of the anhydro bond under formation of the 5'-bromo derivatives IIIa and IVa and to the cleavage of nucleosidic bond.In case of uracil derivative IIa, the α-arabinofuranosyl derivative V was also isolated after preceding acetylation.For unambiguous proof of the structure, an alternative synthesis of compound V was performed.