Synthesis of 3-Deaza-β-hydroxyhistidine Derivatives and Their Use for the Preparation of Substituted Pyrrolo[2,3-c]pyridine-5-carboxylates via the Pictet-Spengler Reaction. -The title compounds substituted in 4,5-and 5,7-positions are synthesized from histidine derivatives by Pictet-Spengler conden
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Synthesis of 3-Deaza-β-hydroxyhistidine Derivatives and Their Use for the Preparation of Substituted Pyrrolo[2,3- c ]pyridine-5-carboxylates via the Pictet−Spengler Reaction
✍ Scribed by Rousseau, Jean-François; Dodd, Robert H.
- Book ID
- 126445529
- Publisher
- American Chemical Society
- Year
- 1998
- Tongue
- English
- Weight
- 93 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0022-3263
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N-t-Butylacetamidines 1 on heating with methyl acrylate (2) at 200˚ gave the 4,5-dihydro-3H-pyridin-2one derivatives 5. Michael addition of the acetamidines 1 as their ene-1,1-diamine tautomers 1' to 2 and the subsequent cyclization of the adducts gave derivatives 5. Amidines 1 on reaction with trim