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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204044Generated: October 30, 2026

Methanol → HCID 66884218, compound

https://huagongshe.com/reaction/2204044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 66885751HCID 66885751—
ProductHCID 66884218HCID 6688421878%

Reaction Conditions

Temperature70 °C

Reaction Steps

Crude bromide from step B (8.4 g, 14.4 mmol) and ZnO (1.2 g, 14.4 mmol) were dissolved in MeOH (144 ml) and heated at 70° C. for 1 hour. The reaction was cooled to room temperature, filtered through celite with EtOAc, and concentrated under vacuum. The residue was recrystallized from MeOH in two batches to give acetic acid (2S,3S,4R,5S,6S)-4,5-diacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2-methoxy-tetrahydro-pyran-3-yl ester (5.98 g, 11.2 mmol, 78%) as the pure β-anomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365602B2
Source datasetuspto-grants-2016_06
ORD IDord-fe57ca10cb05402b87629844da0c8f83
Source noteuspto-grants-2016_06