HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-(2-(3-((Benzyloxycarbonylamino)methyl)phenylamino)-2-oxoethoxy)phenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid → 2-(4-(2-(3-(Aminomethyl)phenylamino)-2-oxoethoxy)phenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-(2-(3-((Benzyloxycarbonylamino)methyl)phenylamino)-2-oxoethoxy)phenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid | HCID 57842637 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(4-(2-(3-(Aminomethyl)phenylamino)-2-oxoethoxy)phenyl)-2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)acetic acid | HCID 57842730 | 68% |
Reaction Steps
To a solution of 66D (152 mg) in 10 mL MeOH, was added 10% Pd/C (ca. 20 mg). The mixture was hydrogenated at 5 psi for 20 min. The reaction mixture was filtered, concentrated and purified by flash chromatography (0 to 25% MeOH in DCM) to give 66E (85 mg, 68%). MS (ESI) m/z 672.4(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-7a77b40c55ea4883b81a1bf10207ab3c |
| Source note | uspto-grants-2009_09 |