CAS: 102123-74-0; (S)-Tert-Butyl (4-Chloro-3-Oxo-1-Phenylbutan-2-yl)Carbamate

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Ethoxycarbonyl (2S)-2-[(2-Methylpropan-2-yl)Oxycarbonylamino]-3-Phenylpropanoate置于盐酸,Potassium Hydroxide体系中,用 甲醇,乙醚,水 用作溶剂,化学反应 1.42H,反应生成(3S)-3-(叔丁氧羰基)氨基-1-氯-4-苯基-2-丁酮
参考文献:α-卤代酮的连续流合成:抗逆转录病毒药物的基本组成部分
标题:α-卤代酮的连续流合成:抗逆转录病毒药物的基本组成部分
摘要:从n开始多步合成α-卤代酮的连续流工艺的发展描述了被保护的氨基酸.所获得的α-卤代酮是用于合成hiv蛋白酶抑制剂(如阿扎那韦和达那那韦)的手性构件.合成开始于在第一管式反应器中形成混合酸酐.随后在管内反应器中将酸酐与无水重氮甲烷合并.套管式反应器由内管组成,该内管由透气且疏水的材料制成,并封闭在厚壁,不可渗透的外管中.在水介质中在内管中产生重氮甲烷,然后无水重氮甲烷通过可渗透膜扩散到外腔中.α-重氮酮是由外室的混合酸酐和重氮甲烷产生的,最终将重氮酮与无水醚卤化氢转化为卤代酮.这种方法消除了存储,运输或处理重氮甲烷的需要,并且可以在多步骤系统中生产α-卤代酮结构单元,而无需外消旋而获得优异的收率.完全连续的过程允许从各自的化合物合成1.84 G的α-氯代酮在约4.5小时内获得n保护的氨基酸(87%的收率).
Doi:10.1021/jo402849Z

专利信息

专利号:US-7083973-B2
优先权日:2000-08-16
标题 :Stereoselective reduction of substituted oxo-butanes
发明人：PATEL RAMESH N; CHU LINDA
权利人:BRISTOL MYERS SQUIBB CO
摘要:The present invention relates to a process for the stereoselective enzymatic reduction of 1-halo-2-oxo-3-(protected)amino-4-substituted-butanes utilizing certain species of Rhodococcus and Brevibacterium . The product 1-halo-2-hydroxy-3-(protected)amino-4-substituted-butanes, which are useful as intermediates in the synthesis of compounds that are inhibitors of ACE, renin and HIV proteases, are obtained in high yield and, particularly, in very high diastereomeric purity. The process is advantageously highly selective for the (3S,2R) enantiomer of the product.

专利号:DE-102006056526-A1
优先权日:2006-11-30
标题:Process for the stereoselective synthesis of chiral epoxides by ADH reduction of alpha-leaving group-substituted ketones and cyclization