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A simplified synthesis of (.+-.)-4-hydroxy-N-methylmorphinan-6-one

✍ Scribed by Brossi, Arnold; Hsu, Fu Lian; Rice, Kenner C.

Book ID
125972863
Publisher
American Chemical Society
Year
1982
Tongue
English
Weight
390 KB
Volume
47
Category
Article
ISSN
0022-3263

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Total Synthesis of (±)-3-Deoxy-7,8-dihyd
Total Synthesis of (±)-3-Deoxy-7,8-dihydromorphine, (±)-4-Methoxy-N-methylmorphinan-6-one and 2,4-Dioxygenated (±)-Congeners
✍ Fu-Lian Hsu; Kenner C. Rice; Arnold Brossi 📂 Article 📅 1982 🏛 John Wiley and Sons 🌐 German ⚖ 911 KB

## 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