HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67353499, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 2-(3-(4-((R)-2-hydroxy-2-phenylacetamido)phenyl) isoxazole-5-carboxamido)-3-methylbutanoate | HCID 67353472 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67353499 | HCID 67353499 | — |
Reaction Steps
To Methyl 2-(3-(4-((R)-2-hydroxy-2-phenylacetamido)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate (135 mg) in THF (4 ml) 1 M aqueous solution of Lithium hydroxide monohydrate (0.6 ml) was added and reaction mixture was stirred at RT for 6 hours. The reaction mixture was acidified with dilute HCl and extracted with EtOAc. Organic layer was collected and dried over Na2SO4 and concentrated to obtain off white solid, which was crystallized from EtOAc to obtain the title compound as white solid. Yield: 80 mg (61%); MS (ES+): m/z 438 (M+1); 1HNMR (DMSO-d6; 300 MHz): δ 12.86 (bs, 1H), 10.2 (s, NH), 8.97 (d, 1H), 7.88 (d, 4H), 7.7 (s, 1H), 7.54 (m, 2H), 7.39-7.29 (m, 3H), 6.51 (d, 1H), 5.13 (d, 1H), 4.27 (m, 1H), 2.19 (m, 1H), 0.97 (d, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835428B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-ce4429babe5b45fbb9cf70b41c5060c6 |
| Source note | uspto-grants-2014_09 |