HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [8-(2-Methyl-pyrimidin-5-yl)-6-oxo-oct-7-enyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methylpyrimidine-5-carbaldehyde | HCID 3160970 | — |
| Reactant | (7-tert-Butoxycarbonylamino-2-oxo-heptyl)-phosphonic acid dimethyl ester | HCID 20622500 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [8-(2-Methyl-pyrimidin-5-yl)-6-oxo-oct-7-enyl]-carbamic acid tert-butyl ester | HCID 73687172 | 58.9% |
Reaction Steps
A solution of 24-2 (3.13 g, 9.28 mmol), potassium carbonate (1.75 g, 12.6 mmol), and 2-methyl-pyrimidine-5-carbaldehyde (1.04 g, 8.51 mmol) in THF (20 mL) was warmed to 40 ° C. for 5 h. The mixture was diluted with water and extracted four times with ether. The combined organics were washed with brine and dried (Na2SO4). Purification via silica chromatography (hexane/ethyl acetate) afforded the title compound 24-3 (1.67 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07153862B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-388ddb6430bd4b3f88dcac35983164f8 |
| Source note | uspto-grants-2006_12 |