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Atomfair 2′,3′-O-Isopropylidene uridine C12H16N2O6 CAS 362-43-6

2′,3′-O-Isopropylidene uridine (CAS No. 362-43-6) is a highly specialized nucleoside derivative with the molecular formula C12H16N2O6. This compound features a protective isopropylidene group at the 2′ and 3′ positions of the ribose moiety, enhancing its stability and making it a valuable intermediate in organic synthesis and pharmaceutical research. With an IUPAC name of 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione, it is widely used in the synthesis of modified nucleosides, antiviral agents, and as a building block in oligonucleotide chemistry. Our high-purity grade ensures optimal performance for researchers requiring reliable and consistent results.

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Description

2′,3′-O-Isopropylidene uridine (CAS No. 362-43-6) is a highly specialized nucleoside derivative with the molecular formula C12H16N2O6. This compound features a protective isopropylidene group at the 2′ and 3′ positions of the ribose moiety, enhancing its stability and making it a valuable intermediate in organic synthesis and pharmaceutical research. With an IUPAC name of 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione, it is widely used in the synthesis of modified nucleosides, antiviral agents, and as a building block in oligonucleotide chemistry. Our high-purity grade ensures optimal performance for researchers requiring reliable and consistent results.

Properties

  • CAS Number: 362-43-6
  • Complexity: 477
  • IUPAC Name: 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione
  • InChI: InChI=1S/C12H16N2O6/c1-12(2)19-8-6(5-15)18-10(9(8)20-12)14-4-3-7(16)13-11(14)17/h3-4,6,8-10,15H,5H2,1-2H3,(H,13,16,17)/t6-,8-,9-,10-/m1/s1
  • InChI Key: GFDUSNQQMOENLR-PEBGCTIMSA-N
  • Exact Mass: 284.10083623
  • Molecular Formula: C12H16N2O6
  • Molecular Weight: 284.26
  • SMILES: CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)N3C=CC(=O)NC3=O)CO)C
  • Topological: 97.3
  • Monoisotopic Mass: 284.10083623
  • Synonyms: 362-43-6, 2′,3′-O-Isopropylideneuridine, 2′,3′-O-Isopropylidene uridine, EINECS 206-647-7, NSC 520038, 2,3-IPU, gfdusnqqmoenlr-uhfffaoysa-n, 2′,3′-Isopropylideneuridine, 2,3-O-ISOPROPYLIDENEURIDINE, 1-((3AR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)pyrimidine-2,4(1H,3H)-dione, MFCD00034509, 1-[(1R,2R,4R,5R)-4-(hydroxymethyl)-7,7-dimethyl-3,6,8-trioxabicyclo[3.3.0]oct- 2-yl]-1,3-dihydropyrimidine-2,4-dione, MLS002279958, SCHEMBL562430, CHEMBL1867890, HMS2215O22, SBB005959, AKOS015892582, AKOS024282528, CS-W010029, NI05371, NCGC00247402-01, 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione, BP-58683, SMR001318095, ST056939, D86096, 2′,3′-O-Isopropylideneuridine, >=99% (HPLC), Isopropylideneuridine;2′,3′-O-Isopropylidene-D-uridine

Application

2′,3′-O-Isopropylidene uridine is primarily utilized as a protected nucleoside in the synthesis of modified RNA and DNA analogs. It serves as a key intermediate in the preparation of antiviral and anticancer nucleoside derivatives. Researchers also employ it in glycosylation reactions and as a precursor for fluorescent nucleoside probes. Its stability under various reaction conditions makes it ideal for complex organic transformations.

Safety and Hazards

GHS Hazard Statements

  • Not Classified
  • Reported as not meeting GHS hazard criteria by 5 of 5 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

  • Not Classified

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Disclaimer

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