HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68562297, compound → HCID 68563883, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68562297 | HCID 68562297 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 68563883 | HCID 68563883 | 99.5% |
Reaction Steps
Add zinc (0.604 g, 9.23 mmol) to a solution of (2R,3S,5R)-5-[(1R,2S)-3-(3-bromo-5-fluoro-phenyl)-1-hydroxy-2-nitro-propyl]-2-(2,2-dimethyl-propoxy)-3-methyl-morpholine-4-carboxylic acid tert-butyl ester (0.520 g, 0.923 mmol) in acetic acid (9.23 mL). Stir the reaction mixture for 22 hours at room temperature. Filter the reaction mixture and wash the filter cake with cold water (100 mL). Add saturated aqueous sodium bicarbonate to the filtrate to neutralize the acid. Extract the neutralized aqueous phase with ethyl acetate (3×250 mL). Dry the combined organic phases with magnesium sulfate and concentrate under reduced pressure to provide the title compound (0.49 g, 99.5%) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745438B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-328d15a776e041e8bac4c7f71f764bfc |
| Source note | uspto-grants-2010_06 |