HuagongsheHuagongshe Chemistry Print Report · For research reference only
PyBOP → N-Boc-4-iodo-L-phenylalanine ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acid | HCID 2755956 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-Boc-4-iodo-L-phenylalanine ethyl ester | HCID 66909227 | 93.3% |
Reaction Steps
To a solution of (S)-2-tert-butoxycarbonylamino-3-(4-iodo-phenyl)-propionic acid (3 g) in anh. EtOH (38 mL) was added DMAP (187 mg) and PyBOP (6 g). The reaction mixture was stirred on at RT and partitioned between EA and water. The org. phase was separated, washed with 10% aq. citric acid and sat. aq. NaHCO3, dried (Na2SO4) and evaporated off. The resulting crude material was purified by CC (Hept/EA 1/0 to 0/1) to afford the title compound as a white solid (3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058263B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-1273e2f94a5c4e9180889ab29544f177 |
| Source note | uspto-grants-2011_11 |