SOME REACTIONS OF AMINO ACID N-CARBOXY ANHYDRIDES

SOME REACTIONS OF AMINO ACID N-CARBOXY ANHYDRIDES
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DOI:
10.1021/ja01581a022
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发表时间:
1957-01-01
影响因子:
15
通讯作者:
KOPPLE, KD
KOPPLE, KD
中科院分区:
化学1区
文献类型:
--
作者:
KOPPLE, KD

文献摘要

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主氨基酸N-羧酸酐(NCA‘s)与胺和甲醇钠反应生成氨基甲酸的衍生物。有人认为,这些衍生物是通过中间体-异氰酸产生的。有证据表明,在碱性条件下,NCA可以转化为这种中间体,并且异氰酸可能是某些NCA聚合反应的中间体。测定了在二氧六环中碱催化N-苯基氨基甲酸酯解离成相应的苯酚和苯基异氰酸酯的近似平衡常数。
Primary amino acid N-carboxy anhydrides (NCA’s) react with amines and sodium methoxide to yield carbamie acid derivatives. It is suggested that these derivatives arise via intermediate-isocyanato acids. Evidence is adduced to demonstrate that under basic conditions NCA’s can be converted to such intermediates and that isocyanato acids are likely intermediates in certain NCA polymerization reactions. An approximate equilibrium constant for base-catalyzed dissocia-tion in dioxane of^-nitrophenyl N-phenylcarbamateinto the corresponding phenol and phenyl isocyanate has been deter-mined.