3.8 Article

1-{(1S,2S,4R)-7,7-Dimethyl-1-[(pyrrolidin-1-yl)methyl]bicyclo [2.2.1]heptan-2-yl}-1H-benzo[d]imidazole

Journal

MOLBANK
Volume 2023, Issue 1, Pages -

Publisher

MDPI
DOI: 10.3390/M1538

Keywords

camphor; bifunctional noncovalent organocatalysts; benzo[d]imidazole; Michael addition; 2-fluoronitrobenzene; nucleophilic aromatic substitution

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A three-step synthesis of 1-{(1S,2S,4R)-7,7-dimethyl-1-[(pyrrolidin-1-yl)methyl]bicyclo[2.2.1]heptan-2-yl}-1H-benzo[d]imidazole from camphor derived diamine was reported. The absolute configuration of the chiral center bearing the benzo[d]imidazole moiety was confirmed using NOESY. The newly synthesized compound was characterized by H-1 and C-13 NMR, 2D NMR, IR spectroscopy, and high-resolution mass spectrometry.
A three-step synthesis of 1-{(1S,2S,4R)-7,7-dimethyl-1-[(pyrrolidin-1-yl)methyl]bicyclo[2.2.1]heptan-2-yl}-1H-benzo[d]imidazole, prepared from camphor derived diamine, is disclosed. The absolute configuration at the chiral center bearing benzo[d]imidazole moiety was confirmed by NOESY. The structure of a newly synthesized compound was confirmed by H-1- and C-13-NMR, 2D NMR, IR spectroscopy, and high resolution mass-spectrometry.

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