Studies on the syntheses of heterocyclic compounds. part CCLXXIX . Synthesis of O‐isobutylcularidine
- 1 February 1969
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 6 (1) , 61-71
- https://doi.org/10.1002/jhet.5570060111
Abstract
Although various methods of oxepine formation from phenoxybenzene dicarboxylic acids was attempted, only 11‐hydroxy‐4‐isobutoxy‐7,8‐dimethoxydibenz[b,f]oxepin‐l‐ylaeetic acid lactone (XXX) was synthesized successfully. Compound XXX gave O‐isobutylcularidine (XXXVlIb) in a few steps. Our synthetic O‐isobutylcularidine was identical with that prepared from natural cularidine proving the structure for cularidine proposed by Manske. However, dealkylation of synthetic O‐isobutylcularidine was unsuccessful.Keywords
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