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Updated: Jun 1, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Methyl 12-bromo-dehydro-abietate
Hong Gao1, Zhan-Qian Song, Shi-Bin Shang
1Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, People's Republic of China.
Abstract:
THE TITLE COMPOUND [SYSTEMATIC NAME: (1R)-methyl 6-bromo-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octa-hydro-phen-anthrene-1-carboxyl-ate], C(21)H(29)BrO(2), was synthesized from N-bromo-succinimide and methyl dehydro-abietate, which was prepared through an esterification reaction using dehydro-abietic acid and methanol as raw materials. The three six-membered rings adopt planar (mean deviation = 0.002 Å) half-chair and chair conformations. The two cyclo-hexane rings form a trans ring junction with the two methyl groups in axial positions. The crystal structure is stabilized by weak inter-molecular C-H⋯O contacts along the b axis.
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