HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 5-(5-benzyloxy-5-oxo-pent-1-ynyl)imidazole-1-carboxylate → 5-(3-Tert-butoxycarbonylimidazol-4-yl)pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 5-(5-benzyloxy-5-oxo-pent-1-ynyl)imidazole-1-carboxylate | HCID 86726544 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(3-Tert-butoxycarbonylimidazol-4-yl)pentanoic acid | HCID 86726545 | 99.4% |
Reaction Steps
Vigorously stir a 60° C. solution of tert-butyl 5-(5-benzyloxy-5-oxo-pent-1-ynyl)imidazole-1-carboxylate (0.17 g; 1.0 equiv; 0.48 mmoles) and palladium (10% on carbon; 0.030 g; 0.014 mmoles) in methanol (13 mL) under 1 atmosphere of hydrogen for 16 hours. Filter and concentrate to afford the desired 5-(3-tert-butoxycarbonylimidazol-4-yl)pentanoic acid (0.128 g; 99%) as a white solid: MS (m/z): 213(M-t-Bu+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969555B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-9f2f64a327f84eeca5f8d2b1ab51826a |
| Source note | uspto-grants-2015_03 |