HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3,5-dichloro-O-[(2-phenyl)-benzoxazol-7-yl]methyl-L-tyrosine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 3,5-dichloro-N-trifluoroacetyl-O-[(2-phenyl)-benzoxazol-7-yl]methyl-L-tyrosine methyl ester | HCID 86598313 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3,5-dichloro-O-[(2-phenyl)-benzoxazol-7-yl]methyl-L-tyrosine | HCID 9804128 | 99.8% |
Reaction Steps
0.5 N Lithium hydroxide (4.5 ml, 2.25 mmol) was added to a solution of 3,5-dichloro-N-trifluoroacetyl-O-[(2-phenyl)-benzoxazol-7-yl]methyl-L-tyrosine methyl ester (246 mg, 0.434 mmol) in tetrahydrofuran (2 ml) at 5° C. and the mixture was reacted at 5° C. for 84 hrs. The reaction mixture was diluted with water, adjusted to pH 3-4 with 1N hydrochloric acid under ice cooling and allowed to stand at 5° C. The precipitates were collected by filtration, washed with water and then dried to give 3,5-dichloro-O-[(2-phenyl)-benzoxazol-7-yl]methyl-L-tyrosine (198 mg, 94%) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345068B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-ad90756bd8e24a50ae326b50cc2583a7 |
| Source note | uspto-grants-2008_03 |