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93428-56-9

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93428-56-9 Structure

93428-56-9 Structure
IdentificationBack Directory
[Name]

8-Benzyl-3,8-diaza-bicyclo[3.2.1]octane
[CAS]

93428-56-9
[Synonyms]

8-Benzyl-3,8-diaza-bicyclo[3.2.1]octane
3,8-Diazabicyclo[3.2.1]octane, 8-(phenylmethyl)-
[Molecular Formula]

C13H18N2
[MDL Number]

MFCD22379981
[MOL File]

93428-56-9.mol
[Molecular Weight]

202.3
Chemical PropertiesBack Directory
[Boiling point ]

309℃
[density ]

1.074
[Fp ]

131℃
[storage temp. ]

Store at 0-8 °C
[pka]

9.77±0.20(Predicted)
[Appearance]

white solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501
Spectrum DetailBack Directory
[Spectrum Detail]

8-Benzyl-3,8-diaza-bicyclo[3.2.1]octane (93428-56-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Cignarella et al. first reported the synthesis of 3,8-diazabicyclo[3.2.1]octane derivatives. Several 3-substituted-8-methyl-3,8-diazabicyclo[3.2.1]octanes were synthesized starting from 2,5-dicarbethoxypyrrolidine, which was converted into N-carbobenzoxy-2,5-pyrrolidine dicarboxylic acid anhydride in three steps. The latter reacted with appropriate amines to give 3-substituted-8-carbobenzoxy-3,8-diazabicyclo[3.2.1]octanes-2,4-diones from which the corresponding bicyclic bases were obtained by reduction with lithium aluminium hydride. The process suffers from several disadvantages such as long steps, tedious and labrious isolation of intermediates and low overall yields. A more efficient synthesis of 3-benzyl-3,8-diazabicyclo[3.2.1]octanes was subsequently reported soon and has being used today (as below).
8-Benzyl-3,8-diaza-bicyclo[3.2.1]octane
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