HuagongsheHuagongshe Chemistry Print Report · For research reference only
MeOH tetrahydrofuran → Tyrosine Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | MeOH tetrahydrofuran | HCID 21899815 | — |
| Reactant | Diazomethyl ketone | HCID 54572627 | — |
| Reactant | Acetic acid 4-[(S)-2-(2-amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-ethyl]-phenyl ester | HCID 59909973 | — |
| Catalyst | Silver benzoate | HCID 164649 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Tyrosine Methyl Ester | HCID 70652 | — |
Reaction Steps
The diazomethylketone derived from Bis-Boc-Tyr (Example 64, 0.750 g, 1.85 mmol) was dissolved in a 1/1 mixture of THF/MeOH (10 mL). A solution of silver benzoate (50 mg) in triethylamine (1 mL) was added. After 15 min of stirring at room temperature the solvent was evaporated and the residue purified by flash chromatography (gradient 10-25% EtOAc/hexane) to yield 749 mg of protected tyrosine methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07439258B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-47bbff83a4e94ad7b72487e5cfa6ef70 |
| Source note | uspto-grants-2008_10 |