1. Practical and scalable synthesis of beclomethasone dipropionate
- Author
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Dhanushi T. Welideniya, Adeesha S. Jayathilaka, Anjana Delpe Acharige, K.A.U. Samanthi, Umayangani K. Wanninayake, Shashika S. Perera, Weranga Rajapaksha, Chamod C. Fernando, Madhavi Hewadikaram, Janani Buddhika, Pivini Gunasekara, Veranja Karunaratne, G.A.J. Amaratunga, and Dinara S. Gunasekera
- Subjects
Pharmacology ,Endocrinology ,Organic Chemistry ,Clinical Biochemistry ,Beclomethasone ,Molecular Conformation ,Stereoisomerism ,Molecular Biology ,Biochemistry - Abstract
Beclomethasone dipropionate (1) is a synthetic corticosteroid with anti-inflammatory, antipruritic, and anti-allergy properties. It is widely used to treat asthma, allergic rhinitis, and dermatoses. However, existing synthetic routes to this active pharmaceutical ingredient (API) contain steps resulting in low and/or inconsistent yields, and use obsolete reagents. Such inconsistencies coupled with a lack of reliable experimental data makes laboratory-scale and large-scale synthesis of this API difficult and time-consuming. In this paper, we report a practical and scalable approach to synthesize 1 from the readily available steroidal intermediate, 16β-methyl epoxide (3, DB-11). A gram-scale to kilogram-scale synthesis of 1 was achieved with 82% yield, using a cost-effective and scalable methodology. Selective propionylation of the hydroxyl groups at C
- Published
- 2021