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Synthesis of 14 C‐labeled antitumor agents. I. Synthesis of the ring‐ and side‐chain‐ 14 C‐labeled DL‐4,4′‐propylenedi‐2,6‐piperazinediones
Author(s) -
Lin YingTsung,
Leaffer M. A.,
Tanabe Masato
Publication year - 1976
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580120417
Subject(s) - chemistry , side chain , yield (engineering) , ring (chemistry) , stereochemistry , chloroacetic acid , chain (unit) , organic chemistry , materials science , metallurgy , polymer , physics , astronomy
The ring‐ and side‐chain‐ 14 C‐labeled DL‐4,4′‐propylenedi‐2,6‐piperazinediones (I) were synthesized from chloroacetic acid‐1‐ 14 C in two steps and from DL‐analine‐1‐ 14 C in six steps, respectively. The radiochemical yield for the ring labeling was 24.5%; for the side‐chain labeling it was 13.7%. In the side‐chain labeling, the synthesis involved a new method for preparing DL‐proprylenediamine from DL‐alaninamide.