HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525610Generated: October 30, 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/525610
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | (4S,5R)-tert-butyl 4-(fluoromethyl)-2,2-dimethyl-5-(4-(3-((methylsulfonyloxy)methyl)isoxazol-5-yl)phenyl)oxazolidine-3-carboxylate | HCID 86695496 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (4S,5R)-tert-butyl 5-(4-(3-(aminomethyl)isoxazol-5-yl)phenyl)-4-(fluoromethyl)-2,2-dimethyloxazolidine-3-carboxylate | HCID 86695497 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09340564B2 |
|---|
| Source dataset | uspto-grants-2016_05 |
|---|
| ORD ID | ord-d287c127c46e470aad83867bdb154cc2 |
|---|
| Source note | uspto-grants-2016_05 |
|---|