氘代氨基甲酸酯类化合物的合成与表征

Synthesis and Characterization of Deuterated Carbamate Compounds

摘要:

设计了以有机酚为原料制备氘代氨基甲酸酯类化合物的合成路线。有机酚（1a~1c）在NaOH催化作用下，经与三光气（BTC）反应，合成了中间体氯甲酸酯（2a~2c），再与一甲胺-D3-盐酸盐缩合反应，制得目标化合物（3a'~3c'）。设计的合成路线避免使用异氰酸酯，且操作简单，工艺流程短，副产物少，收率可达60%以上，氘同位素丰度没有降低。产物经HPLC、MS、1H NMR 和13C NMR表征，结果表明：化学纯度＞99%，氘同位素丰度＞99 atom%。

Abstract:

A novel and mild synthesis method of deuterated carbamate compounds (3a'~3c') was designed. Organic phenol as raw material, the intermediate chloroformate(2a~2c) was prepared by triphosgene under the NaOH as the catalyst, the target compound carbamate compounds (3a'~3c') was obtained by condensation with methylamine-D3-hydrochloride. Synthesis route can avoid the use of highly toxic isocyanate, and had the advantages of simple operation, short process flow, less side product, the yield of carbamate compounds was more than 60%, deuterium labeled isotope abundance is not diluted. The product was characterized by HPLC、MS、 1H NMR and 13C NMR, the chemical purity was more than 99%, the deuterium enrichment was more than 99 atom% .