Study On The Comparison And Application Of Carbonyl Group Protection Methods In The Prepration Of Steroid

Steroid was discovered in the investigation of endocrine in the mammal, which has very important value in the medication, such as: maintaining life, adjusting Sex Hormones, growth of human body, adjusting the immune system, treatment for skin diseases and contraception. Because of their import application in medication, many kinds of steroid compounds have been developed.This paper summaries the progress in protecting groups for carbonyl groups, and their utilization. Problems on the protection of several industry steroids have been investigated. This diploma focuses on three areas: A. various heterogeneous catalysts were studied in protecting carbonyl groups in the preparation of prednisolone. B. various heterogeneous catalysts were studied in protecting carbonyl groups in the preparation of betamethasone. C. different heterogeneous catalysts were studied for the carbonyl group protecting selectivity in the preparation of 3,17-dione androgens.The purpose of studies on problems A and B is to solve the low conversion ratio of protection reactions on several industry steroids. It was expected to increase the conversion ratio so as to reduce the cost. The target to dissolve problem C is helpful for further application of development of 3,17-dione androgens, which is get from FermentationAbout A, the investigation includes that, under the catalyzing of various heterogeneous catalysts, glycol, ethanethiol or thioglycol were used for the protection. The reduction and deprotection methodologies, as well as the conversion ratio have also been improved. The result shows that the best combination is thioglycol plus SiO₂(?)NaHSO₄. The optimized condition has been successful passed through the bench test.About B, the experiment results show that, with different heterogeneous catalysts, and glycol, ethanethiol or thioglycol as protection group, the most superior catalyst is SiO₂(?)NaHSO₄, which increase the conversion ratio. This project has been completed on bench test scale, now it has been prepared for the scale up experiment.About C, the study in this thesis shows that, with different heterogeneous catalysts, and ethanethiol or thioglycol as protection groups, the results are encouraging. The most excellent catalyst which has higher selectivity for this method is thioglycol plus SiO₂(?)NaHSO₄, and the refined product could be used to the next process directly. This study has successfully passed the bench test.