Synthesis of 5-hydroxy-[6-14C]-methyl-2-di-n-propylaminotetralin

@article{Koble1984SynthesisO5,
  title={Synthesis of 5-hydroxy-[6-14C]-methyl-2-di-n-propylaminotetralin},
  author={D. L. Koble and Lawrence J. Fischer},
  journal={Journal of Labelled Compounds and Radiopharmaceuticals},
  year={1984},
  volume={21},
  pages={519-524}
}
By an improved synthesis, 5-hydroxy-6-methyl-2-di-n-propylaminotetralin (DK-118), a dopamine agonist, has been obtained in only six steps and in greater than 10% overall yield. This new synthesis has been used for the preparation of 5-hydroxy-[6-14C]-methyl-2-di-n-propylaminotetralin (I) to be used in metabolic studies. The 14C-radiolabel was introduced near the end of the synthesis by an ortho-specific formylation procedure using 14C-paraformaldehyde. 
1 Citations
Synthesis of R‐(+)‐ and S‐(−)‐8‐hydroxy‐2‐(N, N‐dipropylamino)‐[2‐3H] tetralin. HCl (8‐OH‐DPAT) a 5HT1A receptor agonist
The title compounds were synthesised in 7 steps from 1,7-dihydroxynaphthalene as follows: 1,7-dihydroxynaphthalene was methylated and subjected to a Birch reduction to yield 8-methoxy-2-tetralone.

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