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Updated: Jun 1, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(2-Pyridylmethyleneamino)dehydro-abietylamine
Summary
A novel compound, 1-[(1R,4aS,10aR)-7-isopropyl-1,2,3,4,4a,9,10,10a-octa-hydro-phenanthren-1-yl]-N-[(E)-2-pyridylmethyleneamino]methanamine, was synthesized. Its unique structural features include trans ring junctions and near-planar aromatic rings.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Structural Chemistry
Background:
- Dehydro-abietylamine serves as a precursor in organic synthesis.
- Tricyclic hydro-phenanthrene structures are of interest due to their complex conformations.
Purpose of the Study:
- To synthesize a novel compound with a specific systematic name.
- To characterize the structural and conformational properties of the synthesized molecule.
Main Methods:
- Synthesis of the target compound from dehydro-abietylamine.
- Analysis of the molecular structure, including ring conformations and dihedral angles.
Main Results:
- Successful synthesis of 1-[(1R,4aS,10aR)-7-isopropyl-1,2,3,4,4a,9,10,10a-octa-hydro-phenanthren-1-yl]-N-[(E)-2-pyridylmethyleneamino]methanamine (C(26)H(33)N(2)).
- The compound exhibits trans ring junctions in its cyclohexane rings (chair and half-chair conformations).
- Benzene and pyridine rings are nearly planar with a dihedral angle of 80.4°, and methyl groups are on the same side of the tricyclic nucleus.
Conclusions:
- The synthesis of the title compound was achieved.
- The study provides detailed insights into the stereochemistry and conformation of this novel molecule.
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