HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → tert-Butyl (2S)-2-{[(4-oxo-3,4-dihydroquinazolin-7-yl)carbonyl]amino}propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | L-Alanine 1,1-dimethylethyl ester | HCID 89016 | — |
| Reactant | 4-Oxo-3,4-dihydroquinazoline-7-carboxylic acid | HCID 135483588 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl (2S)-2-{[(4-oxo-3,4-dihydroquinazolin-7-yl)carbonyl]amino}propanoate | HCID 135436584 | — |
Reaction Steps
To a solution of 4-oxo-3,4-dihydro-quinazoline-7-carboxylic acid in tetrahydrofuran, 1.2 equivalents of 1,1′-carbonyldiimidazole are added and the mixture is stirred for 30 minutes. Then, the (S)-L-Alanine tert-butyl ester is added and the mixture is stirred for 24 hours until disappearance of starting material. The solvent is removed under reduced pressure and the crude is diluted in chloroform and brine. The organic layer is washed with water and dried over MgSO4. The filtrate is concentrated and the residue is purified by column chromatography to give the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06753340B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-cf68a484e6a9448b8e239b9b9dc32979 |
| Source note | uspto-grants-2004_06 |