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HRID 23312作成日:2026年10月25日

Methanol → 2'-O-{2-[(Dimethylamino)oxy]ethyl}-5-methyluridine

https://huagongshe.com/reaction/23312

反応式

関与物質

役割名称HCID仕込み量
反応物MethanolHCID 887—
反応物TriethylamineHCID 8471—
反応物N,N-Diethylethanamine trihydrofluorideHCID 175505—
反応物5'-O-tert-butyldiphenylsilyl-2'-O-[N,N-dimethylaminooxyethyl)-5-methyluridineHCID 22947701—
溶媒DichloromethaneHCID 6344—
溶媒TetrahydrofuranHCID 8028—
生成物2'-O-{2-[(Dimethylamino)oxy]ethyl}-5-methyluridineHCID 2294769992.5%

反応手順

Triethylamine trihydrofluoride (3.91 mL, 24.0 mmol) was dissolved in dry THF and triethylamine (1.67 mL, 12 mmol, dry, kept over KOH). This mixture of triethylamine-2HF was then added to 5′-O-tert-butyldiphenylsilyl-2′-O-[N,N-dimethylaminooxyethyl]-5-methyluridine (1.40 g, 2.4 mmol) and stirred at room temperature for 24 hrs. Reaction was monitored by TLC (5% MeOH in CH2Cl2). Solvent was removed under vacuum and the residue placed on a flash column and eluted with 10% MeOH in CH2Cl2 to get 2′-O-(dimethylaminooxyethyl)-5-methyluridine (766 mg, 92.5%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06852536B2
出典データセットuspto-grants-2005_02
ORD IDord-d0c79bf5f1db4b5190e436e2d3db9c81
出典メモuspto-grants-2005_02