作者:Andrew Sutherland、Christine L. Willis
DOI:10.1016/s0040-4039(97)00164-0
日期:1997.3
The enantioselective synthesis of from ethyl (S)-lactatevia methyl (S)-3-methoxymethoxy-2-oxobutanoate15 is described. The stereogenic centre at C-2 was established by a one-pot, dual enzyme catalysed hydrolysis of the ester (by a lipase) and reductive amination of the ketone of 15 (with leucine dehydrogenase) to give, after deprotection, acid as a single diastereomer in 93% yield. [15N]-L-Threonine
描述了通过(S)-3-甲氧基甲氧基-2-氧代丁酸甲酯15由(S)-乳酸乙酯的对映选择性合成。C-2的立体异构中心是通过酯的一锅双酶催化水解(通过脂肪酶)和15酮的还原胺化(用亮氨酸脱氢酶)建立的,在脱保护后得到单一的酸非对映体,产率93%。[ 15N ] -L-苏氨酸是通过类似的策略,在还原胺化步骤中,使用苯丙氨酸脱氢酶由(R)-乳酸甲酯制备的。该方法可以简单地适于掺入氘和碳-13。