HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-3-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester → {1-[1-Cyclohexyl-2-oxo-2-(6-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrol-1-yl)-ethylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-3-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester | HCID 67282203 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | {1-[1-Cyclohexyl-2-oxo-2-(6-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrol-1-yl)-ethylcarbamoyl]-ethyl}-methyl-carbamic acid tert-butyl ester | HCID 67280553 | 99% |
Reaction Steps
A mixture of 41 (440 mg, 0.64 mmol) and 10% palladium-on-carbon (88 mg) in MeOH (15 mL) was shaken at 48 psi under a H2 atmosphere. After 2 h, the mixture was filtered through a 0.45 μM filtering disc, washed with MeOH and concentrated to afford 42 (352 mg) as a white foam that was used without further purification. Mass spectrum, m/z [556.6] (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481495B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-18f0994eaa2c43fabf05b5f5f7c74e64 |
| Source note | uspto-grants-2013_07 |