HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-benzyl 1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate → (R)-1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-benzyl 1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate | HCID 86645603 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid | HCID 66670730 | 43% |
Reaction Steps
A mixture of (R)-benzyl 1-(2-(2-(tert-butoxycarbonylamino)acetoxy)propyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate (485 mg, 0.926 mmol) and 10% Pd/C (60 mg) in methanol (8 mL) was stirred for 3 h at rt. TLC analysis showed that the starting material was consumed completely. The catalyst was removed by filtration and the reaction mixture was concentrated in vacuo. The residue was purified by a silica gel column chromatography (100% EtOAc) to afford the title compound as a yellow solid (172 mg, 43% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232294B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-662fe006018446ee82a36afc311c9ac7 |
| Source note | uspto-grants-2012_07 |