Synthesis of ethyl N-(diphenyl)methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylates
✍ Scribed by Eugene A Mash; Lawrence J Williams; Steven S Pfeiffer
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 187 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
A concise method for the synthesis of 1,2,3,4-tetrahydroisoquinoline-3-earboxylic acid derivatives from ot,tx'-dibromo-o-xylenes via sequential C-alkylation and N-alkylation of a glycine anion is described.
📜 SIMILAR VOLUMES
The title compound, C~27~H~27~N~3~O~2~S, was obtained __via__ a multicomponent reaction using benzaldehyde, ethyl acetoacetate, ammonium acetate and phenyl isothiocyanate. The pyrimidine ring assumes a half-boat conformation. The crystal packing is stabilized by N—H...O and N—H...S hydrogen bonds. T
The title compound, C 26 H 25 NO 3 , was synthesized by the 1,3dipolar cycloaddition reaction of benzaldehyde, -bromoacetophenone and N-benzylideneglycine ethyl ester. In the molecule, the heterocyclic five-membered ring adopts an envelope conformation.