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HRID 276097作成日:2026年10月26日

Methanol → Benzyl 6-bromo-2,6-dideoxy-beta-D-glucopyranoside

https://huagongshe.com/reaction/276097

反応式

関与物質

役割名称HCID仕込み量
反応物MethanolHCID 887—
反応物Carbon tetrabromideHCID 11205—
反応物TriphenylphosphineHCID 11776—
反応物Benzyl 2-deoxy-beta-D-glucopyranosideHCID 53805352—
溶媒PyridineHCID 1049—
生成物Benzyl 6-bromo-2,6-dideoxy-beta-D-glucopyranosideHCID 7016826573%

反応条件

温度50 °C

反応手順

A solution of triphenylphosphine (4.5 g, 17.3 mmol, 2.2 eq) in pyridine (30 mL) was added dropwise to a cooled solution of Compound 1 (2.0 g, 7.9 mmol) and CBr4 (3.1 g, 9.4 mmol) in pyridine (30 mL) at zero degrees C. The mixture was then heated at 50° C. for 10 hours. After cooling, methanol (5 mL) was added dropwise, and the mixture was concentrated. The product was purified by flash column chromatography with CHCl3—MeOH (32:1) to give 1.82 g (yield 73 percent) of Compound 2.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06353095B1
出典データセットuspto-grants-2002_03
ORD IDord-7c0b30cd64184805a2bbd601e8d0421f
出典メモuspto-grants-2002_03