HuagongsheHuagongshe Chemistry Print Report · For research reference only
2(S)-[(4-methyl-piperazine-1-carbonyl)-amino]-4-methyl-pentanoic acid → 3-(4-Benzyloxy-phenyl)-2-{4-methyl-2-[(4-methyl-piperazine-1-carbonyl)-amino]-pentanoylamino}-propionic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2(S)-[(4-methyl-piperazine-1-carbonyl)-amino]-4-methyl-pentanoic acid | HCID 939059 | — |
| Reactant | tert-butyl (2S)-2-amino-3-[4-(benzyloxy)phenyl]propanoate | HCID 11151579 | — |
| Product | 3-(4-Benzyloxy-phenyl)-2-{4-methyl-2-[(4-methyl-piperazine-1-carbonyl)-amino]-pentanoylamino}-propionic acid tert-butyl ester | HCID 70061173 | 60% |
Reaction Steps
A solution of the product from Example AF (2(S)-[(4-methyl-piperazine-1-carbonyl)-amino]-4-methyl-pentanoic acid) (0.25 g, 1.03 mmol) and the product from Example A ((S)-2-amino-3-(4-benzyloxy-phenyl)-propionic acid tert-butyl ester) (0.35 g, 1.03 mmol) were coupled according to the procedure described in Example AH. The reaction mixture was purified by chromatography (silica gel, gradient elution 1:1 EtOAc/heptane; 9:1 EtOAc/EtOH; 9:1:0.1 EtOAc/EtOH/NH4OH) to give the title compound as a white foam (0.35 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423689B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-d36c7870f40a41ceb9d286e6a1386798 |
| Source note | uspto-grants-2002_07 |