HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Benzyl 1,4-di-tert-butyl (1S)-6-[4-(benzyloxy)phenyl]-1-[(tert-butoxycarbonyl)amino]hexane-1,4,4-tricarboxylate → (5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[2-(4-hydroxyphenyl)ethyl]-6-oxohexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Benzyl 1,4-di-tert-butyl (1S)-6-[4-(benzyloxy)phenyl]-1-[(tert-butoxycarbonyl)amino]hexane-1,4,4-tricarboxylate | HCID 117812701 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[2-(4-hydroxyphenyl)ethyl]-6-oxohexanoic acid | HCID 70977801 | 89% |
Reaction Steps
To a solution of 125 mg of 4-benzyl 1,4-di-tert-butyl (1S)-6-[4-(benzyloxy)phenyl]-1-[(tert-butoxycarbonyl)amino]hexane-1,4,4-tricarboxylate (0.18 mmol) in methanol (5 mL) was added 10% palladium on charcoal (15 mg) and the mixture was stirred under an atmosphere of hydrogen for 16 h at room temperature. The catalyst was removed by filtration, and the filtrate was evaporated to give the target compound (84 mg, 89% yield) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238631B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-8538f890aec44cc3aba7c975a0b828c7 |
| Source note | uspto-grants-2016_01 |