Reaction of 3-methoxy-17-methylmorphinan-6-one with formaldehyde
✍ Scribed by David L. Leland
- Book ID
- 112126519
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1981
- Tongue
- English
- Weight
- 308 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0022-152X
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📜 SIMILAR VOLUMES
## Abstract A total synthesis of racemic 3‐deoxy‐7,8‐dihydromorphine ((±)‐**2**) and 4‐me‐thoxy‐ALmethylmorphinan‐6‐one ((±)‐**3**) is described. The key intermediate was 2,4‐dihydroxy‐__N__‐formylmorphinan‐6‐one **(11)**, obtained from 3,5‐dibenzyloxy‐phenylacetic acid **(4)** in 41.8% overall yie
## 9. VIII.93) Nucleophilic substitution of 6p-chloro-7,8-didehydro-4,5~ -epoxy-3-methoxy-17-rnethylmorphinan (1) and 8a -brom0-6,7-didehydro-4,5~ -epoxy-3-methoxy-17-methylmorphinan (2) with lithium cyano(methy1)-and (aryl)cyanocuprates(I) (5a-c) was accompanied by allylic rearrangement with both