HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86618148, compound → HCID 68569637, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86618148 | HCID 86618148 | — |
| Catalyst | HCID 178526213 | HCID 178526213 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68569637 | HCID 68569637 | 97.5% |
Reaction Steps
A sample of benzyl (S)-1-((1S,2R,4R)-2-acetamido-4-((4-methoxybenzyl)(methyl)amino)cyclohexyl)-2-oxopyrrolidin-3-ylcarbamate (25.0 g, 47.8 mmol) was dissolved in MeOH. The flask was charged with dihydroxypalladium (6 g, 8.54 mmol), evacuated, and back filled with hydrogen from a hydrogen balloon. The mixture was stirred at RT overnight and then filtered (3×80 mL isopropanol washes). The residue was concentrated under high vacuum to dryness. The residue was dried azeotropically with iso-propanol (4×150 mL) under reduced pressure to afford N-((1R,2S,5R)-2-((S)-3-amino-2-oxopyrrolidin-1-yl)-5-(methylamino)cyclohexyl)acetamide (12.5 g, 46.6 mmol, 97% yield). LC/MS found [M+H]+=269.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687508B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-586c14b0ad14428d8cefaecc76ac51bd |
| Source note | uspto-grants-2010_03 |