117723-56-5

Basic information

• Product Name: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione
• Synonyms: 5-Ethyl-2',3'-didehydro-2',3'-dideoxyuridine; Uridine, 2',3'-didehydro-2',3'-dideoxy-5-ethyl-
• CAS NO: 117723-56-5
• Molecular Formula: C₁₁H₁₄N₂O₄
• Molecular Weight: 238.2399
• Mol File: 117723-56-5.mol
• Article Data: 3

Chemical Properties

• Density: 1.318g/cm³
• Refractive Index: 1.56
• CAS DataBase Reference: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione(117723-56-5)
• EPA Substance Registry System: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione(117723-56-5)

Safety Data

• Hazardous Substances Data: 117723-56-5(Hazardous Substances Data)

Upstream product

• 144989-64-0 1-(3,5-anhydro-2-deoxy-β-D-threo-pentofuranosyl)-5-ethyluracil 
• 118993-42-3 2,3'-anhydro-2'-deoxy-5-ethyl-1-(β-D-threo-pentofuranosyl)uracil 
• 172473-13-1 1-(5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-p-toluenesulfonyl-β-D-erythro-pentofuranosyl)-5-ethyluracil 
• 118515-20-1 5-ethyl-3',5'-O-bis(methylsulfonyl)-2'-deoxyuridine 
• 15176-29-1 edoxudine 
• 144989-66-2 2,3'-anhydro-5'-O-(tert-butyldimethylsilyl)-2'-deoxy-5-ethyl-1-(β-D-threo-pentofuranosyl)uracil 

Relevant articles and documents

Synthesis of 2,3'-anhydro-2'-deoxyuridines and 2,3'-didehydro-2',3'-dideoxyuridines using polymer supported fluoride

Reaction of methyl 5-O-tert-butyldiphenylsilyl-2-deoxy-3-O-p-toluenesulfonyl-α,β-D-eryt hro-pentofuranoside (2) with silylated uracils 3 using trimethylsilyl trifluoromethanesulfonate (TMS triflate) as catalyst afforded after crystallization in Et2O the corresponding β-nucleosides 4. Reaction of 4 with tetrabutylammonium fluoride (TBAF) or Amberlyst A-26 resin (F--form) in THF at room temperature or at reflux gave the corresponding deprotected 2,3'-anhydro-2'-deoxyuridines 6 and 2',3'-didehydro-2',3'-dideoxyuridines 7, respectively.

Structure-Activity Relationships of Pyrimidine Nucleosides as Antiviral Agents for Human Immunodeficiency Virus Type 1 in Peripheral Blood Mononuclear Cells

The structure-activity relationships of several pyrimidine nucleosides related to 3'-azido-3'-deoxythymidine (AZT) were determined in human immunodeficiency virus type 1 (HIV-1) infected human peripheral blood mononuclear cells.These studies indicated tha