Processes are disclosed for synthesizing an α-amino acid or α-amino acid derivative, from a starting compound having a carbonyl functional group (C=O), with hydroxy-substituted carbon atoms at alpha (α) and beta (β) positions, relative to the carbonyl functional group. An α-, β-dihydroxy carboxylic acid or carboxylate is dehydrated to form a dicarbonyl intermediate by transformation of the α-hydroxy group to a second carbonyl group (adjacent a carbonyl group of the starting compound) and removal of the β-hydroxy group. This dicarbonyl intermediate is optionally cracked to form a second dicarbonyl intermediate having fewer carbon atoms but preserving the first and second carbonyl groups. Either or both of the dicarbonyl intermediate and the cracked dicarbonyl intermediate are then reductively aminated.
揭示了一种从具有羰基官能团(C = O)的起始化合物合成
α-氨基酸或
α-氨基酸衍
生物的过程,该起始化合物在α(α)和β(β)位置具有羟基取代碳原子,相对于羰基官能团。 α,β-二羟基
羧酸或
羧酸盐通过将α-羟基转化为第二个羰基基团(与起始化合物的羰基基团相邻)并去除β-羟基而脱
水形成二羰基中间体。该二羰基中间体可以选择性地裂解以形成第二个二羰基中间体,其具有更少的碳原子,但保留第一和第二个羰基基团。然后,可以对二羰基中间体和裂解的二羰基中间体中的任一或任两个进行还原胺化。