HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-Boc-O-(4-bromophenyl)-L-serine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 3-(4-Bromophenoxy)-2-tert-butoxycarbonylamino-propionic acid methyl ester | HCID 66661064 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-Boc-O-(4-bromophenyl)-L-serine | HCID 66660912 | 78% |
Reaction Steps
To a solution of the compound obtained in step d above (22d) (1.087 g, 2.91 mmoL) in THF (40 mL) at 0° C. was added a solution of LiOH H2O (244 mg, 5.82 mmol) in water (10 mL). After being stirred for 6 h, 0.5 N HCl (5 mL) was added and the reaction was concentrated under vacuum. The residue was diluted with EtOAc and washed with brine. The combined organic layers were dried over Na2SO4 and concentrated; the residue was purified by silica gel column chromatography to give the title compound as a colourless oil (816 mg, 78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338471B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9182f2d9bcaf4dc082e93ae2bf8b64c6 |
| Source note | uspto-grants-2012_12 |