DL-[3-¹¹C]苯丙氨酸的合成。

Synthesis of DL-[3-11C]phenylalanine.

作者信息

Kilbourn M R, Dischino D D, Welch M J

出版信息

Int J Appl Radiat Isot. 1984 Jul;35(7):603-5. doi: 10.1016/0020-708x(84)90103-0.

Abstract

[3-11C]Phenylalanine has been prepared by a five-step synthesis beginning with 11CO2. [11C]Benzyl chloride was prepared by addition of 11CO2 to phenylmagnesium bromide, hydride reduction to [11C]benzyl alcohol, and chlorination (CCl4, tri-n-octylphosphine). The [11C]benzyl chloride was then used to alkylate the anion of N-diphenylmethylene)glycine ethyl ester using phase-transfer catalysis. The protecting groups were removed by acidic hydrolysis to yield DL-[3-11C]phenylalanine in 25-31% overall radiochemical yield (decay corrected) in a synthesis time of 60-70 min.

摘要

[3-¹¹C]苯丙氨酸是通过以¹¹CO₂为起始原料的五步合成法制备的。[¹¹C]苄基氯是通过将¹¹CO₂加入苯基溴化镁中，经氢化物还原为[¹¹C]苄醇，再进行氯化反应（使用四氯化碳、三正辛基膦）制备而成。然后，[¹¹C]苄基氯用于在相转移催化下使N-二苯基亚甲基甘氨酸乙酯的阴离子烷基化。通过酸性水解去除保护基团，以25%-31%的总放射化学产率（衰变校正）在60-70分钟的合成时间内得到DL-[3-¹¹C]苯丙氨酸。