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HRID 1944791作成日:2026年10月27日

Trifluoromethanesulfonic acid → Methyl 1-(2,3,5-Tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

https://huagongshe.com/reaction/1944791

反応式

関与物質

役割名称HCID仕込み量
反応物Trifluoromethanesulfonic acidHCID 62406—
反応物(2R,3S,4S,5S)-5-(acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetateHCID 908100—
反応物Bis(p-nitrophenyl)-phosphateHCID 5255575—
反応物HCID 178499122HCID 178499122—
生成物Methyl 1-(2,3,5-Tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylateHCID 10691464—

反応手順

Methyl 1,2,4-triazole-3-carboxylate and 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose are heated under reduced pressure in the presence of trifluoromethanesulfonic acid or bis(p-nitrophenyl)-phosphate. The residue is recrystallized from ethanol or methanol to obtain methyl 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate. Subsequently, the obtained methyl 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate is treated with ammonia in a methanol solvent, and the resultant mixture is then recrystallized from ethanol to obtain a crude product of 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxamide. The obtained compound is further recrystallized from an ethanol aqueous solution, so as to obtain high-purity 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxamide.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08394935B2
出典データセットuspto-grants-2013_03
ORD IDord-b28ebd1c124940a3a487f1cb52ccbf89
出典メモuspto-grants-2013_03