HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-[4-{2-(4-[benzyloxycarbonylamino]-phenyl)ethoxy}phenyl]-(S)-2-ethoxypropanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 3-[4-{2-(4-[benzyloxycarbonylamino]phenyl)ethoxy}phenyl]-(S)-2-ethoxypropanoic acid ethyl ester | HCID 54229925 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[4-{2-(4-[benzyloxycarbonylamino]-phenyl)ethoxy}phenyl]-(S)-2-ethoxypropanoic acid | HCID 9912234 | 94.4% |
Reaction Steps
3-[4-{2-(4-[Benzyloxycarbonylamino]phenyl)ethoxy}phenyl]-(S)-2-ethoxypropanoic acid ethyl ester (described in Example 52) (0.16 g; 0.32 mmole) was dissolved in tetrahydrofuran and lithium hydroxide (9 mg; 0.38 mmole) dissolved in water (1 ml) was added. The resulting mixture was stirred over night. Hydrochloric acid (1M; 1 ml) was added. Tetrahydrofuran was evaporated and the remaining water residue was extracted three times with ethyl acetate. The organic phase was dried with magnesium sulfate and evaporated to give 0.14 g (92.8% yield) of 3-[4-{2-(4-[benzyloxycarbonylamino]-phenyl)ethoxy}phenyl]-(S)-2-ethoxypropanoic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06630600B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-8d887dcf1a484f99b28ac3843e2c2a45 |
| Source note | uspto-grants-2003_10 |