Asymmetric synthesis of a dopamine D1 agonist,dihydrexidine from d-serine |
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| Authors: | Rajesh Malhotra Amit Ghosh Rajib Ghosh Sagar Chakrabarti Swarup Dutta Tushar K Dey Subho Roy Sourav Basu Saumen Hajra |
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| Institution: | 1. Department of Chemistry, Guru Jambheshwar University of Science and Technology, Hisar, Haryana 125 001, India;2. TCG Life Sciences Ltd, Saltlake, Kolkata 700 091, India;3. Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721 302, India |
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| Abstract: | A scalable asymmetric synthesis of trans-2-amino-6,7-dimethoxy-1-phenyltetralin 2 and its N-nosyl derivative 12 have been achieved from Garner aldehyde derived from easily available d-serine using a stereoselective PhMgBr addition, Wittig reaction and TFA-mediated Friedel–Crafts cyclization as the key steps. The synthesis of dihydrexidine is accomplished from the N-nosyl-2-amino-1-phenyltetralin 12. |
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