HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl acetoacetate → 5-Hydroxy-6-methyl-5-[2-(4-methyl-thiazol-5-yl)ethyl]-3-oxo-heptanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methyl-1-(4-methyl-thiazol-5-yl)-pentan-3-one | HCID 22572781 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | 5-Hydroxy-6-methyl-5-[2-(4-methyl-thiazol-5-yl)ethyl]-3-oxo-heptanoic acid methyl ester | HCID 53901591 | — |
Reaction Steps
The title compound was prepared as described in General Method 6 from 1.00 g (8.61 mmol) of methyl acetoacetate, 0.38 g (9.50 mmol) of sodium hydride, 4.5 mL of 2.1 M nBuLi (9.45 mmol), and 1.53 g (7.75 mmol) of 4-methyl-1-(4-methyl-thiazol-5-yl)-pentan-3-one (prepared in Example C-2.) The crude compound was used without purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06852711B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-303f294555e14ece87a8f0eeaa350c19 |
| Source note | uspto-grants-2005_02 |