Toluene → 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl chloride

To a solution of β-D-glucose pentaacetate (20 g) in CHCl3 (100 mL) was added AlCl3 (3.6 g). After stirring at room temperature, toluene (100 mL) was added, followed by silicic acid (2 g). The mixture was stirred for a few minutes and the precipitate was removed by filtration. The solution was partially concentrated under vacuum and extracted with ice cold water (25 mL). The organic phase was concentrated to a syrupy mixture and ether was added to precipitate acetochloro-β-D-glucose as a powder (12 g).

1. stirringThe mixture was stirred for a few minutes
2. customthe precipitate was removed by filtration
3. concentrationThe solution was partially concentrated under vacuum
4. extractionextracted with ice cold water (25 mL)
5. concentrationThe organic phase was concentrated to a syrupy mixture and ether
6. additionwas added
7. customto precipitate acetochloro-β-D-glucose as a powder (12 g)

ORDレコード

ord-13c042b451754b498daef7fb30167cd2

出典データセット

uspto-grants-2003_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06566508B2