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Microwave-Assisted, One-Pot Synthesis of Doxycycline under Heterogeneous Catalysis in Water.

ABSTRACT: The selective synthesis of active pharmaceutical molecules is a challenging issue, particularly when attempting to make the reactions even more sustainable. The present work focuses on the microwave-assisted hydrogenolysis of oxytetracycline to selectively produce α-doxycycline. Although the combination of microwave irradiation and a heterogeneous rhodium catalyst provided good conversions, the selective synthesis of active α-doxycycline was only achieved when an oxytetracycline-cyclodextrin complex was used as the starting material, giving the desired product at 34.0% yield in a one-step reaction under very mild conditions.

SUBMITTER: Bucciol F

PROVIDER: S-EPMC8466421 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Microwave-Assisted, One-Pot Synthesis of Doxycycline under Heterogeneous Catalysis in Water.

Bucciol Fabio F Maffeis Elia E Calcio Gaudino Emanuela E Jicsinszky László L Tagliapietra Silvia S Barge Alessandro A Prandi Cristina C Cravotto Giancarlo G

Antibiotics (Basel, Switzerland) 20210908 9

The selective synthesis of active pharmaceutical molecules is a challenging issue, particularly when attempting to make the reactions even more sustainable. The present work focuses on the microwave-assisted hydrogenolysis of oxytetracycline to selectively produce α-doxycycline. Although the combination of microwave irradiation and a heterogeneous rhodium catalyst provided good conversions, the selective synthesis of active α-doxycycline was only achieved when an oxytetracycline-cyclodextrin com ...[more]

PMID: 34572666

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