Z. I. Kuzminac, R. O. Klisuric, R. Nikolić, N. Sakač
{"title":"甾体溴丙烷合成反应条件的研究及新型6α-溴-5β-羟基衍生物的结构分析","authors":"Z. I. Kuzminac, R. O. Klisuric, R. Nikolić, N. Sakač","doi":"10.2298/FUPCT1802219K","DOIUrl":null,"url":null,"abstract":"Serbia Abstract . Reaction conditions variation and its influence on the reaction of 3β-acetoxy-17- oxa-17a-homoandrost-5-en-16-one with in situ generated hypobromous acid was investigated. Hypobromous acid was generated from N-bromoacetamide or N bromosuccinimide and perchloric acid, and as solvent dioxane, dimethoxyethane or tetrahydrofuran were used. After a series of experiments, it was determined that the number of the reaction products depends on the reagent used, solvents, perchloric acid concentration and the presence/absence of daylight. It has also been found that the yields of certain compounds depend also on the reaction time and temperature. 6α-Bromo-5β-hydroxy derivate is obtained by usage of NBA and 0.28 M perchloric acid in dioxane on daylight. Its structure was confirmed by NMR and X-ray crystal structure","PeriodicalId":12248,"journal":{"name":"Facta Universitatis - Series: Physics, Chemistry and Technology","volume":"08 1","pages":"219-228"},"PeriodicalIF":0.0000,"publicationDate":"2018-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":"{\"title\":\"Investigation of reaction conditions on synthesis of steroidal bromohydrin and structural analysis of novel 6α-brom-5β-hydroxy derivative\",\"authors\":\"Z. I. Kuzminac, R. O. Klisuric, R. Nikolić, N. Sakač\",\"doi\":\"10.2298/FUPCT1802219K\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Serbia Abstract . Reaction conditions variation and its influence on the reaction of 3β-acetoxy-17- oxa-17a-homoandrost-5-en-16-one with in situ generated hypobromous acid was investigated. Hypobromous acid was generated from N-bromoacetamide or N bromosuccinimide and perchloric acid, and as solvent dioxane, dimethoxyethane or tetrahydrofuran were used. After a series of experiments, it was determined that the number of the reaction products depends on the reagent used, solvents, perchloric acid concentration and the presence/absence of daylight. It has also been found that the yields of certain compounds depend also on the reaction time and temperature. 6α-Bromo-5β-hydroxy derivate is obtained by usage of NBA and 0.28 M perchloric acid in dioxane on daylight. Its structure was confirmed by NMR and X-ray crystal structure\",\"PeriodicalId\":12248,\"journal\":{\"name\":\"Facta Universitatis - Series: Physics, Chemistry and Technology\",\"volume\":\"08 1\",\"pages\":\"219-228\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2018-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"4\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Facta Universitatis - Series: Physics, Chemistry and Technology\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.2298/FUPCT1802219K\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Facta Universitatis - Series: Physics, Chemistry and Technology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.2298/FUPCT1802219K","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Investigation of reaction conditions on synthesis of steroidal bromohydrin and structural analysis of novel 6α-brom-5β-hydroxy derivative
Serbia Abstract . Reaction conditions variation and its influence on the reaction of 3β-acetoxy-17- oxa-17a-homoandrost-5-en-16-one with in situ generated hypobromous acid was investigated. Hypobromous acid was generated from N-bromoacetamide or N bromosuccinimide and perchloric acid, and as solvent dioxane, dimethoxyethane or tetrahydrofuran were used. After a series of experiments, it was determined that the number of the reaction products depends on the reagent used, solvents, perchloric acid concentration and the presence/absence of daylight. It has also been found that the yields of certain compounds depend also on the reaction time and temperature. 6α-Bromo-5β-hydroxy derivate is obtained by usage of NBA and 0.28 M perchloric acid in dioxane on daylight. Its structure was confirmed by NMR and X-ray crystal structure
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