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HRID 433869作成日:2026年10月25日

Hydrogen Bromide → 2,3,4-Tri-O-Acetyl-6-Deoxy-alpha-D-Glucopyranosyl Bromide

https://huagongshe.com/reaction/433869

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrogen BromideHCID 260—
反応物6-DeoxyglucoseHCID 93579—
溶媒Acetic AcidHCID 176—
溶媒DichloromethaneHCID 6344—
生成物2,3,4-Tri-O-Acetyl-6-Deoxy-alpha-D-Glucopyranosyl BromideHCID 1289821485.4%

反応条件

温度0 °C

反応手順

In a 10 mL round bottom flask containing 10 mL of glacial acetic acid was placed 6-deoxyglucose (332.3 mg) and the reaction was cooled to 0° C. Hydrobromic acid in glacial acetic acid (5 mL of a 30 wt. % solution) was added dropwise. The reaction was stirred for 4 hours. The reaction was diluted with 100 mL of dichloromethane and washed with 50 mL ice water and then 50 mL of cold saturated aqueous sodium bicarbonate. The organic layer was dried over magnesium sulfate and filtered. The solvent was removed in vacuo to yield the title compound as a yellow solid (636.5 mg, 85.4%) and the product was used without further purification as in Example 1. MS (FAB) calculated for C12H17O7Br (M−Br) 273.1, found 273.1.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06670324B2
出典データセットuspto-grants-2003_12
ORD IDord-da861d3f276d4fffaed66d8205cdf948
出典メモuspto-grants-2003_12