Efficient Synthesis and Practical Resolution of 1-(Naphthalen-1-yl)ethanamine, a Key Intermediate for Cinacalcet
β Scribed by Mathad, Vijayavitthal T.; Shinde, Gorakshanath B.; Ippar, Sharad S.; Niphade, Navnath C.; Panchangam, Raghavendra K.; Vankawala, Pravinchandra J.
- Book ID
- 118152148
- Publisher
- Taylor and Francis Group
- Year
- 2011
- Tongue
- English
- Weight
- 312 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0039-7911
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The Ziegler intermediate 2, previously used in three total syntheses of forskolin (1) has been synthesized efficiently from enone 3. The key transformation of this sequence is the early and stereoselective introduction of the C-6, C-7 oxygen functional groups present in the natural product. The hig
## 5-(1-(2-Methoxynaphthalen-1-yl)naph- thalen-2-yloxy)-1H-tetrazole as the first aryloxy tetrazole with axial chirality was synthesized. Partial resolution was achieved using (S)-proline and methylbenzylamine as the resolving agents. Best results were obtained using methylbenzylamine with 75-85%