| Identification | Back Directory | [Name]
Di-tert-butyl Maleate | [CAS]
18305-60-7 | [Synonyms]
Bis(2-methyl-2-propanyl)(2Z)-2-butenedioate
2-Butenedioic acid (2Z)-, bis(1,1-dimethylethyl) ester | [Molecular Formula]
C12H20O4 | [MDL Number]
MFCD23381095 | [MOL File]
18305-60-7.mol | [Molecular Weight]
228.28 |
| Chemical Properties | Back Directory | [Melting point ]
64-65 °C | [Boiling point ]
273.2±13.0 °C(Predicted) | [density ]
1.004±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform, Methanol (Slightly) | [form ]
Solid | [color ]
Off-White | [InChI]
InChI=1S/C12H20O4/c1-11(2,3)15-9(13)7-8-10(14)16-12(4,5)6/h7-8H,1-6H3/b8-7- | [InChIKey]
MSVGHYYKWDQHFV-FPLPWBNLSA-N | [SMILES]
C(OC(C)(C)C)(=O)/C=C\C(OC(C)(C)C)=O |
| Hazard Information | Back Directory | [Uses]
Di-tert-butyl Maleate is used as a reactant in the synthesis of J-104,118, a novel, potent inhibitor of squalene synthase. | [Synthesis]
Maleic anhydride (13.7 g, 140 mmol), toluene (10 mL), diisopropyl ether (30 mL), water (2.78 mL) and p-toluenesulfonic acid monohydrate were added to a 200 mL four-necked flask and stirred at 30 °C. While maintaining the temperature of the reaction suspension at 30°C, isobutylene gas was passed into the reaction system for 4 hours. Upon completion of the reaction, the unreacted isobutene was expelled through a paraffin bubbler. The reaction mixture was washed sequentially with saturated aqueous sodium bicarbonate (3 x 50 mL) and saturated brine (50 mL), and the organic phase was dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give di-tert-butyl maleate (23.4 g, 102.5 mmol, 73% yield). | [References]
[1] Patent: JP5754133, 2015, B2. Location in patent: Paragraph 0075 |
|
|