HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3R)-ethyl 3-(2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxyethyl)-3,5-dimethylphenyl)acetamido)-3-(3-nitrophenyl)propanoate → (3R)-ethyl 3-(3-aminophenyl)-3-(2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxyethyl)-3,5-dimethylphenyl)acetamido)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3R)-ethyl 3-(2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxyethyl)-3,5-dimethylphenyl)acetamido)-3-(3-nitrophenyl)propanoate | HCID 57842695 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3R)-ethyl 3-(3-aminophenyl)-3-(2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxyethyl)-3,5-dimethylphenyl)acetamido)propanoate | HCID 57842620 | 72% |
Reaction Steps
A solution of 50D (580 mg, 0.74 mmol) in MeOH (30 mL) with Pd/C (35 mg) was stirred under H2 (50 psi) for 2 h. The reaction mixture was filtered and concentrated in vacuo. The crude solid was purified by flash chromatography (0% to 20% MeOH in CH2Cl2) to afford 50E (400 mg, 72%) as a yellow solid. MS (ESI) m/z 756.6 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-a1872872e5ba4095a876d8240a0972a8 |
| Source note | uspto-grants-2009_09 |