HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoate → 2-{2-[(Azepane-1-carbonyl)-amino]-acetylamino}-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoate | HCID 11151579 | — |
| Reactant | (s)-2-[(Azepane-1-carbonyl)-amino]-propanoic acid | HCID 12968581 | — |
| Product | 2-{2-[(Azepane-1-carbonyl)-amino]-acetylamino}-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester | HCID 70060963 | 46.3% |
Reaction Steps
A solution of the product from Example AE ((S)-2-[(azepane-1-carbonyl)-amino]-propanoic acid) (0.50 g, 2.38 mmol) and the product from Example A ((S)-2-amino-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester) (0.76 g, 2.33 mmol) were coupled according to the procedure described in Example AH. The reaction mixture was purified by chromatography (silica gel, 1:1 EtOAc/heptane) to give the title compound as a white foam (0.55 g, 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423689B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-fe13dfca69714aa8824eee71b86a7964 |
| Source note | uspto-grants-2002_07 |