HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[n-Methyl-n-((r/s)-alpha-methyl-4-benzyloxyphenylacetyl)amino]-(r)-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl 2-[n-methyl-n-((r/s)-alpha-methyl-4-benzyloxyphenylacetyl)amino]-(r)-propionate | HCID 69882983 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[n-Methyl-n-((r/s)-alpha-methyl-4-benzyloxyphenylacetyl)amino]-(r)-propionic acid | HCID 69883848 | 98% |
Reaction Steps
To a solution of methyl 2-[N-methyl-N-((R/S)-α-methyl-4-benzyloxyphenylacetyl)amino]-(R)-propionate 45c (380 mg, 1.1 mmol) in THF (10 mL) was added 1 N LiOH (2 mL). The solution was stirred for 1 h and acidified with 1 N HCl to pH 3. EtOAc was added and the organic layer was separated, washed with brine, dried (MgSO4) and concentrated to afford the carboxylic acid (360 mg, 98%) as a solid. MS (CI—NH3): (M+H)+=342.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06376665B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-be4e7211b0224c1395fbad7025c7a46d |
| Source note | uspto-grants-2002_04 |