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Aromatic retinoids: A short synthesis of 7-hydroxy-6-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-napthyl)-2-naphthoic acid, (7-hydroxy-TTNN).
Affiliation:1. Co–construction Collaborative Innovation Center for Chinese Medicine Resources Industrialization by Shaanxi and Education Ministry, Shaanxi University of Chinese Medicine, Xianyang, Shaanxi 712046, China;2. Innovation Center of Marine Biotechnology and Pharmaceuticals, School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China;3. Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalytic Chemistry, Southern University of Science and Technology, Shenzhen 518055, China;4. Shenzhen Bay Laboratory, Shenzhen 518132, China;1. Shenzhen Grubbs Institute, Department of Chemistry, Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen 518055, China;2. Shenzhen Bay Laboratory, Shenzhen 518132, China
Abstract:7-hydroxy-TTNN, a possible metabolite of the aromatic retinoid: 6-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-2-naphthoic acid (TTNN) (2), was synthesized through a short route, the key step of which was a one pot oxidation/cyclisation/aromatisation of a 1,5 diol to afford the phenolic ring C (see scheme 1).
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