(R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid manufacturers
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| | (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid Basic information | | Uses |
| Product Name: | (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid | | Synonyms: | (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid;(R)-2-Benzylbutanedioic acid 4-tert-butyl ester;Butanedioic acid, 2-(phenylmethyl)-, 4-(1,1-dimethylethyl) ester, (2R)-;1H-Imidazole-4-carboxylicacid,1-(5-bromophenyl)-;5-CHLOROMETHYL-3-OXAZOLIDINONE | | CAS: | 122225-33-6 | | MF: | C15H20O4 | | MW: | 264.32 | | EINECS: | | | Product Categories: | | | Mol File: | 122225-33-6.mol |  |
| | (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid Chemical Properties |
| Melting point | 57.0-59.8 °C | | Boiling point | 400.4±38.0 °C(Predicted) | | density | 1.118 | | storage temp. | Sealed in dry,Room Temperature | | pka | 4.17±0.10(Predicted) | | Appearance | white solid | | CAS DataBase Reference | 122225-33-6 |
| | (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid Usage And Synthesis |
| Uses | (R)-2-benzyl-4-tert-butoxy-4-oxobutyric acid is an organic intermediate that can be prepared from maleic anhydride and benzaldehyde through a six-step reaction. | | Synthesis | To a solution of tert-butyl (R)-4-methyl-2-benzyl succinate (308 mg, 1.11 mmol) in tetrahydrofuran (THF, 3 mL) was added an aqueous solution (3 mL) of lithium hydroxide (107 mg, 4.44 mmol). The reaction mixture was stirred at room temperature overnight. Completion of the reaction was confirmed by monitoring the progress of the reaction by thin layer chromatography (TLC, unfolding agent: cyclohexane/ethyl acetate = 7/3). The reaction mixture was acidified to pH = 1 with 2 M hydrochloric acid (HCl) and then extracted with dichloromethane (DCM, 2 x 20 mL). The organic layers were combined and the solvent was evaporated after separation by a phase separator. The crude product was purified by fast column chromatography (eluent: cyclohexane/ethyl acetate = 9/1 → 7/3), using the starting eluent as solution loading, to afford (R)-2-benzyl-4-(tert-butoxy)-4-oxobutanoic acid as a colorless oil. Yield: 274 mg (94%), purity > 95%, retention time (rt) = 4.17 min (gradient A), mass spectrum (M + H)+ = 209 (loss of tert-butyl). | | References | [1] Patent: WO2010/66682, 2010, A1. Location in patent: Page/Page column 207-208 |
| | (R)-2-benzyl-4-tert-butoxy-4-oxobutanoic acid Preparation Products And Raw materials |
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