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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629452Generated: October 30, 2026

Sulfuric acid magnesium salt (1:1) → HCID 118468191, compound

https://huagongshe.com/reaction/629452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
Reactant(3S,4S)-3-Aminotetrahydro-2H-pyran-4-OLHCID 55285677—
ReactantHCID 118468380HCID 118468380—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118468191HCID 11846819131.8%

Reaction Steps

To a solution of methyl 5-(4-fluoro-3-methoxybenzyl)-2-formyl-3,4-dimethylbenzoate (0.35 g) in THF (4.00 mL) were added (3S,4S)-3-aminotetrahydro-2H-pyran-4-ol (0.12 g) and anhydrous magnesium sulfate (0.26 g), and the mixture was stirred at room temperature for 5 hr under nitrogen atmosphere. The insoluble substance was removed by filtration, the filtrate was concentrated, and the residue was diluted with methanol (2.00 mL)-THF (4.00 mL). Sodium triacetoxyborohydride (0.45 g) was added thereto, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315458B2
Source datasetuspto-grants-2016_04
ORD IDord-562be074b1af487fb245fbd9591cadd4
Source noteuspto-grants-2016_04