Description

2′,3′-Isopropylideneguanosine (CAS No. 362-76-5) is a high-purity nucleoside derivative designed for advanced research and pharmaceutical applications. This compound, with the molecular formula C₁₃H₁₇N₅O₅, is a protected form of guanosine where the 2′ and 3′ hydroxyl groups are shielded by an isopropylidene group, enhancing its stability and utility in synthetic chemistry. Ideal for oligonucleotide synthesis, enzymatic studies, and as a precursor in antiviral or anticancer drug development, our product is rigorously tested to ensure ≥95% purity (HPLC). Supplied as a white to off-white crystalline powder, it is stored under inert conditions to maintain integrity. Each batch is accompanied by comprehensive analytical data, including NMR and MS spectra, for traceability and quality assurance.

Properties

• CAS Number: 362-76-5
• Complexity: 555
• IUPAC Name: 9-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-amino-1H-purin-6-one
• InChI: InChI=1S/C13H17N5O5/c1-13(2)22-7-5(3-19)21-11(8(7)23-13)18-4-15-6-9(18)16-12(14)17-10(6)20/h4-5,7-8,11,19H,3H2,1-2H3,(H3,14,16,17,20)/t5-,7-,8-,11-/m1/s1
• InChI Key: XKPDAYWPKILAMO-IOSLPCCCSA-N
• Exact Mass: 323.12296866
• Molecular Formula: C13H17N5O5
• Molecular Weight: 323.30
• SMILES: CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)N3C=NC4=C3N=C(NC4=O)N)CO)C
• Topological: 133
• Monoisotopic Mass: 323.12296866
• Synonyms: 362-76-5, 2′,3′-Isopropylideneguanosine, EINECS 206-651-9, IPG cpd, 2′,3′-isopropylideneguanosine hemihydrate, 2′,3′-O-isopropylideneguanosine hemihydrate, 206-651-9, 2′,3′-O-Isopropylideneguanosine, 2-Amino-9-((3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-1H-purin-6(9H)-one, MFCD00057081, 9-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-amino-3H-purin-6-one, 2′,3′-O-(1-Methylethylidene)-guanosine, 2′,3′-O-(1-Methylethylidene)guanosine, SCHEMBL1762946, 2′, 3′-isopropylideneguanosine, DTXSID40957600, AKOS015896943, AKOS040755632, DS-7496, NI06120, 2′,3′-O-(1-Methylethyliden)-guanosin, PD131295, Guanosine, 2′,3′-O-(1-methylethylidene)-, 2 inverted exclamation marka,3 inverted exclamation marka-O-Isopropylideneguanosine, 2-Imino-9-[2,3-O-(1-methylethylidene)pentofuranosyl]-3,9-dihydro-2H-purin-6-ol, 9-(2,3-O-Isopropylidene-b-D-ribofuranosyl)guanine;2′,3′-Isopropylidene-guanosine;2′,3′-O-Isopropylidene-D-guanosine, 9-[(3Ar,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2-amino-1H-purin-6-one

2′,3′-Isopropylideneguanosine is widely used in nucleotide chemistry as a key intermediate for synthesizing modified nucleosides and oligonucleotides. It serves as a protective group strategy in RNA/DNA synthesis, enabling selective functionalization. Researchers leverage its stability in glycosylation reactions for antiviral or anticancer agent development. Its hemihydrate form is particularly valuable in crystallography studies due to enhanced solubility properties.

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