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HRID 50099作成日:2026年10月25日

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

https://huagongshe.com/reaction/50099

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 (3.9 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US06710174B2
出典データセットuspto-grants-2004_03
ORD IDord-c679bf9bac214efeb4e0469f2c697599
出典メモuspto-grants-2004_03