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HRID 232387作成日:2026年10月26日

Carbon tetrabromide → 5'-Azido-2',5'-dideoxy-5-n-propyluridine

https://huagongshe.com/reaction/232387

反応式

関与物質

役割名称HCID仕込み量
反応物Carbon tetrabromideHCID 11205—
反応物TriphenylphosphineHCID 11776—
反応物Sodium AzideHCID 33557—
反応物5-Propyl-2'-deoxyuridineHCID 160155—
溶媒MethanolHCID 887—
溶媒DimethylformamideHCID 6228—
生成物5'-Azido-2',5'-dideoxy-5-n-propyluridineHCID 5392813165.8%

反応手順

0.57 g of 2'-deoxy-5-n-propyluridine, 0.6 g of triphenylphosphine and 0.69 g of sodium azide were stirred in 20 ml of dry dimethylformamide. 0.77 g of carbon tetrabromide was added over a period of 5 minutes. The mixture was stirred at room temperature for 72 hours, 20 ml of methanol were added and the mixture was stirred for a further 0.5 hour. The mixture was evaporated and the residue was stirred with a mixture of 25 ml of dichloromethane/methanol (8:2). An insoluble solid was removed by filtration and the filtrate was chromatographed on 200 g of silica gel in the same solvent mixture to give 0.41 g of 5'-azido-2',5'-dideoxy-5-n-propyluridine of melting point 177°-179° C. (decomposition).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04851519
出典データセットuspto-grants-1989_07
ORD IDord-0a2e7aed9a5047d9bc8b2b95103a864d
出典メモuspto-grants-1989_07