118237-75-5

Basic information

• Product Name: 1-[(1R,4S)-4-(hydroxymethyl)cyclopent-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-Pyrimidinedione, 1-[(1R,4S)-4-(hydroxymethyl)-2-cyclopenten-1-yl]-5-methyl-, rel-
• CAS NO: 118237-75-5
• Molecular Formula: C₁₁H₁₄N₂O₃
• Molecular Weight: 222.2405
• Mol File: 118237-75-5.mol
• Article Data: 3

Chemical Properties

• Density: 1.291g/cm³
• Refractive Index: 1.575
• CAS DataBase Reference: 1-[(1R,4S)-4-(hydroxymethyl)cyclopent-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(1R,4S)-4-(hydroxymethyl)cyclopent-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(118237-75-5)
• EPA Substance Registry System: 1-[(1R,4S)-4-(hydroxymethyl)cyclopent-2-en-1-yl]-5-methylpyrimidine-2,4(1H,3H)-dione(118237-75-5)

Safety Data

• Hazardous Substances Data: 118237-75-5(Hazardous Substances Data)

Upstream product

• 131220-00-3 (+/-)-4β-Hydroxymethyl-1β-cyclopent-2-ene 
• 87470-97-1 C-5'-O-trityl-2,3'-anhydrothymidine 
• 87470-95-9 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-<(triphenylmethoxy)methyl>cyclopentyl>-5-methyl-2,4(1H,3H)-pyrimidinedione 
• 136994-68-8 2--2-azabicyclo<2.2.1>hept-5-en-3-one 
• 132151-65-6 (E)-3-methoxy-2-methylacryloyl isocyanate 
• 76909-89-2 cis-(+/-)-3-acetoxy-5-(acetoxymethyl)cyclopentene 
• 53837-32-4 cis-4-Hydroxy-2-cyclopenten-1-methanol 
• 74877-20-6 methyl cis-(4-hydroxy-2-cyclopenten-1-yl)acetate 

Downstream Products

• 78795-26-3 (+/-)-1-<(1α,2α,4α)-2-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-methyl-2,4(1H,3H)-pyrimidinedione 
• 78795-26-3 (+/-)-1-<(1α,2β,4α)-2-hydroxy-4-(hydroxymethyl)cyclopentyl>-5-methyl-2,4-(1H,3H)pyrimidinedione 

Relevant articles and documents

Synthesis of cyclopentenyl carbanucleosides via palladium(0) catalysed reactions

Methyl 4-acetoxycyclopent-2-enylmethylcarboxylate (2) and the corresponding carbonate 3 have been treated with sodium salts and aluminum amides of pyrimidines, purines and methyl 1H-1,2,4-triazole-3-carboxylate with a catalyst formed from bis(dibenzylideneacetone)palladium(0) and triisopropyl phosphite to give the corresponding carbanucleosides in good to excellent yields. This method was also applied for a synthesis of carbovir (31).

Synthesis of nucleosides and related compounds. XXII. Carbocyclic analogues of thymidine and related compounds from 2-azabicyclo[2.2.1]hept-5-en-3-ones

Reductive amido bond cleavage reaction, previously elaborated by our laboratory for the synthesis of carbocyclic ribothymidine from readily available 2-azabicyclo[2.2.1]hept-5-en-3-one, was successfully applied to the synthesis of carbocyclic analogues of thymidine and related compounds.