3-Benzyl-3,7-diazabicyclo[3.3.0]octane Chemical Properties

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Appearance

Colorless to light yellow Liquid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2933998090

3-Benzyl-3,7-diazabicyclo[3.3.0]octane Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3-benzyl-3,7-diazabicyclo[3.3.0]octane from the compound (CAS:848591-86-6) was as follows: first, 5-benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3-dione (4.9 g, 0.021 mol) was dissolved in pre-cooled to 0 °C anhydrous tetrahydrofuran (THF) under nitrogen protection ( 50 mL). Subsequently, a THF solution of lithium aluminum hydride (63 mL, 1 M, 0.063 mol) was slowly added dropwise over 30 min while keeping the reaction mixture at 0 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 30 minutes and then heated to reflux for 4 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was quenched by slow addition of excess sodium sulfate decahydrate solid. The mixture was returned to room temperature and stirring was continued for 16 hours. The solid was removed by filtration and the filtrate was washed with ethyl acetate (3 x 100 mL). The filtrates were combined and concentrated to give 4.2 g (99% yield) of the waxy solid product, which was analyzed by mass spectrometry to show m/z 203 (M + H).

References

[1] Patent: WO2008/57938, 2008, A1. Location in patent: Page/Page column 30
[2] Patent: WO2006/12396, 2006, A1. Location in patent: Page/Page column 21; 34
[3] Patent: WO2013/71697, 2013, A1. Location in patent: Paragraph 00248
[4] Patent: US2014/228361, 2014, A1. Location in patent: Paragraph 0368-0369
[5] Patent: US2005/101602, 2005, A1. Location in patent: Page/Page column 28

3-Benzyl-3,7-diazabicyclo[3.3.0]octane(86732-22-1)Related Product Information

• Benzyl alcohol
• Benzyl chloride
• Benzyl benzoate
• Pyrrole
• 3-METHYLADENINE
• Benzyl acetate
• 2,5-Dibenzyltetrahydropyrrolo[3,4-c]pyrrole-1,3-dione
• Benzyl
• CIS-5-BENZYL-2-BOC-HEXAHYDROPYRROLO[3,4-C]PYRROLE
• CIS-5-BENZYLTETRAHYDROPYRROLO[3,4-C]PYRROLE-1,3(2H,3AH)-DIONE
• 2-BENZYL-TETRAHYDROPYRROLO[3,4-C] PYRROLE-1,3(2H,3AH)-DIONE
• METHYL 2-(5-BENZYL-4,6-DIOXO-3-PHENYLOCTAHYDROPYRROLO[3,4-C]PYRROL-1-YL)ACETATE
• 3-Benzyl-3,7-diazabicyclo[3.3.0]octane
• 2-BENZYL-OCTAHYDRO-PYRROLO[3,4-C]PYRROLE HYDROCHLORIDE
• CBI-BB ZERO/005082
• 5-benzyl-1-(5-methyl-2-furyl)octahydropyrrolo[3,4-c]pyrrole
• cis-2-Benzyloctahydropyrrolo[3,4-c]pyrrole
• METHYL 1,5-DIBENZYL-3-(4-CHLOROPHENYL)-4,6-DIOXOOCTAHYDROPYRROLO[3,4-C]PYRROLE-1-CARBOXYLATE