ChemicalBook--->CAS DataBase List--->132414-50-7

132414-50-7

132414-50-7 Structure

132414-50-7 Structure
IdentificationBack Directory
[Name]

1-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRROLE
[CAS]

132414-50-7
[Synonyms]

1-Benzylhexahydropyrrolo[3,4-b]pyrrole
1-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRROLE
octahydro-1-(phenylmethyl)-Pyrrolo[3,4-b]pyrrole
Pyrrolo[3,4-b]pyrrole, octahydro-1-(phenylmethyl)-
1-benzyl-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[2,3-c]pyrrole
1-(phenylmethyl)-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[2,3-c]pyrrole
[Molecular Formula]

C13H18N2
[MDL Number]

MFCD08059343
[MOL File]

132414-50-7.mol
[Molecular Weight]

202.3
Chemical PropertiesBack Directory
[Boiling point ]

304.4±17.0 °C(Predicted)
[density ]

1.074±0.06 g/cm3(Predicted)
[storage temp. ]

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

10.80±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

1-Benzyloctahydropyrrolo[3,4-b]pyrrole is used in the synthesis of intermediates as quinolone anti-bacterials.
[Synthesis]

Ethyl 1-benzylhexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

132414-78-9

1-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRROLE

132414-50-7

General procedure for the synthesis of 1-benzyl octahydropyrrolo[3,4-B]pyrrole-5(1H)-carboxylic acid from ethyl 1-benzylhexahydropyrrolo[3,4-B]pyrrole: Ethyl 1-benzyl octahydropyrrolo[2,3-c]pyrrole-5-carboxylate (2.1 g, 7.65 mmol) was dissolved in 37% hydrochloric acid (11 mL), and the reaction was heated and refluxed for 24 hours. Upon completion of the reaction, the pH of the reaction solution was adjusted to 8 with sodium carbonate, followed by multiple extractions of the product with dichloromethane. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 1.4 g of 1-benzyl octahydropyrrolo[3,4-B]pyrrole (90% yield) as a brown oil, which could be used for the next reaction without further purification. Mass spectral analysis (m/z): 203.2 [MH]+.

[References]

[1] Patent: WO2017/21920, 2017, A1. Location in patent: Paragraph 0633; 0634
[2] Patent: US5071999, 1991, A
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