Di-tert-butyl Maleate Chemical Properties

Melting point:

64-65 °C

Boiling point:

273.2±13.0 °C(Predicted)

Density 

1.004±0.06 g/cm3(Predicted)

storage temp. 

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

Di-tert-butyl Maleate Usage And Synthesis

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

Di-tert-butyl Maleate(18305-60-7)Related Product Information

• Diethyl maleate
• Dimethyl maleate
• Maleic acid
• Dibutyl maleate
• Di-tert-butyl peroxide
• t-butyl chloroformate
• Butyl maleate
• Monoethyl maleate