TERT-BUTYL HEXAHYDROPYRROLO[3,4-B]PYRROLE-5(1H)-CARBOXYLATE Chemical Properties

Boiling point:

295.4±13.0 °C(Predicted)

Density 

1.076±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

10.72±0.20(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

Hazard Codes 

N

Risk Statements 

50/53-50

Safety Statements 

60-61

RIDADR 

UN3077

TERT-BUTYL HEXAHYDROPYRROLO[3,4-B]PYRROLE-5(1H)-CARBOXYLATE Usage And Synthesis

Synthesis

GENERAL STEPS: 1-benzyl-5-BOC-hexahydropyrrolo[3,4-B]pyrrole (1.68 g, 5.5 mmol) was dissolved in methanol (40 mL) under a nitrogen atmosphere, ammonium formate (3.5 g, 55.5 mmol) and palladium/carbon catalyst (600 mg) were added. The reaction mixture was heated to reflux for 2 h, subsequently cooled to room temperature and filtered through filter paper padded with methanol. The filtrate was concentrated under reduced pressure and the resulting residue was dissolved in dichloromethane and washed with sodium bicarbonate solution. The organic phase was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 5-Boc-hexahydropyrrolo[3,4-B]pyrrole (1.1 g, 93% yield) as a gray oil. Mass spectrum (m/z): 213.2 [M+H]+.

References

[1] Patent: WO2017/21920, 2017, A1. Location in patent: Paragraph 0637; 0638

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