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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520544Generated: November 2, 2026

Ammonium Hydroxide → (4S,5R)-tert-butyl 5-(4-(3-(aminomethyl)isoxazol-5-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidine-3-carboxylate

https://huagongshe.com/reaction/1520544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactant(4S,5R)-tert-butyl 4-(fluoromethyl)-2,2-dimethyl-5-(4-(3-((methylsulfonyloxy)methyl)isoxazol-5-yl)phenyl)oxazolidine-3-carboxylateHCID 86695496—
Solvent1,4-DioxaneHCID 31275—
Product(4S,5R)-tert-butyl 5-(4-(3-(aminomethyl)isoxazol-5-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidine-3-carboxylateHCID 86695497—

Reaction Conditions

Temperature35 °C

Reaction Steps

To a dioxane (10 ml) solution of (4S,5R)-tert-butyl 4-(fluoromethyl)-2,2-dimethyl-5-(4-(3-((methylsulfonyloxy)methyl)isoxazol-5-yl)phenyl)oxazolidine-3-carboxylate (1.0 g, 2.1 mmol) is added 30% aqueous ammonium hydroxide solution (5 ml). The mixture is stirred at 35° C. for 12 hours. The product is partitioned between water (50 ml) and methylene chloride (25 ml). The organic phase is dried (sodium sulfate) and concentrated to give the title compound (685 mg): m/z (Cl) 406 ([M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073894B2
Source datasetuspto-grants-2015_07
ORD IDord-d762032e0ed642fb9f9659e6198f9685
Source noteuspto-grants-2015_07