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Synthesis of [2‐ 13 C, 2‐ 14 C]2‐aminoethanol, [1‐ 13 C, 1‐ 14 C]2‐chloroethylamine, N , N ′‐bis([1‐ 13 C, 1‐ 14 C]2‐chloroethyl)‐ N ‐nitrosourea(BCNU) and N ‐([1‐ 13 C, 1‐ 14 C]2‐chloroethyl)‐ N ‐nitrosourea(CNU)
Author(s) -
Narayan Ramani,
Chang ChingJer
Publication year - 1982
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.2580190116
Subject(s) - chemistry , yield (engineering) , hydrochloride , borane , nitrile , carbon 13 , medicinal chemistry , nitrosourea , stereochemistry , organic chemistry , catalysis , medicine , materials science , physics , surgery , chemotherapy , quantum mechanics , metallurgy
[2‐ 13 C, 2‐ 14 C]2‐Aminoethanol hydrochloride was prepared in good yield from Na*CN in a two step sequence by first converting the Na*CN to OHCH 2 *CN and then reducing the nitrile directly with a solution of borane‐tetrahydrofuran complex. The reaction procedure was simple and the pure product could be obtained readily. Using this specifically labelled precursor, the synthesis of [1‐ 13 C, 1‐ 14 C]2‐chloroethylamine hydrochloride, N‐([1‐ 13 C, 1‐ 14 C]2‐chloroethyl)‐ N ‐nitrosourea(CNU) and N , N ′‐bis([1‐ 13 C, 1‐ 14 C]2‐chloroethyl)‐N‐nitrosourea(BCNU) in good yield without isotope scrambling was also reported.