| Identification | Back 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 Properties | Back 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) |
| Hazard Information | Back Directory | [Uses]
1-Benzyloctahydropyrrolo[3,4-b]pyrrole is used in the synthesis of intermediates as quinolone anti-bacterials. | [Synthesis]
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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NovoChemy Ltd.
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021-31261262/ 49 (0)17662837245 |
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www.novochemy.com |
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