Process for preparing &bgr;-hydroxycarbamates and their conversion to oxazolidinones
申请人:Merck & Co., Inc.
公开号:US06372911B1
公开(公告)日:2002-04-16
A process for preparing a &bgr;-hydroxy carbamate product is disclosed. The process comprises reacting an olefin compound containing at least one carbon-carbon double bond with a carbamate in an aqueous solvent and in the presence of a base, an osmium catalyst, a co-oxidant selected from a halohydantoin, a haloisocyanuric acid, and an alkali metal salt of a haloisocyanuric acid, and optionally an asymmetric ligand, to form a reaction mixture containing the &bgr;-hydroxy carbamate product. The process optionally further comprises treating the &bgr;-hydroxy carbamate product with additional base to form an oxazolidinone. The oxazolidinones are useful as chiral auxiliary agents and as intermediates for the formation of pharmaceutically active substances such as alpha 1 a adrenergic receptor antagonists. A process for preparing nitrogen-functionalized derivatives of the oxazolidinones is also disclosed.
公开了一种制备&bgr;-羟基氨基甲酸酯产品的方法。该方法包括在水溶剂和碱的存在下,将至少含有一个碳-碳双键的烯烃化合物与氨基甲酸酯反应,并与一种卤代烷二酮、一种卤代异氰尿酸或一种卤代异氰尿酸的碱金属盐等共氧化剂以及可选的不对称配体反应,形成含有&bgr;-羟基氨基甲酸酯产品的反应混合物。该方法还可选地包括使用额外的碱处理&bgr;-羟基氨基甲酸酯产品,以形成噁唑烷酮。噁唑烷酮可用作手性辅助剂和制药活性物质的中间体,例如α1a肾上腺素受体拮抗剂。公开了一种制备噁唑烷酮的氮功能化衍生物的方法。