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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643421Generated: October 30, 2026

[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate → (2R)-2,4-dihydroxy-3,3-dimethylbutyl 4-nitrobenzoate

https://huagongshe.com/reaction/1643421

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoateHCID 66754235—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
Product(2R)-2,4-dihydroxy-3,3-dimethylbutyl 4-nitrobenzoateHCID 66753335—

Reaction Steps

A solution of compound obtained in Step C (4.4 g, 10.96 mmol) in THF (5 ml) and acetic acid (70%) (50 ml) was heated at 60° C. for 4 hours. The solvent was concentrated under reduced pressure and dissolved in EtOAc. The organic layer was washed with NaHCO3 and brine. The organic phase was concentrated under reduced pressure and the crude was crystallized from Et2O and n-Hexane at 0° C. to give a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119806B2
Source datasetuspto-grants-2012_02
ORD IDord-f5d71b04f32b45f392452f615057f16e
Source noteuspto-grants-2012_02