✦ LIBER ✦

Asymmetric synthesis of (R)-(+)-[[(2-bromoethyl)amino]methyl]-2-nitro-1H-imidazole-[1-14C]-ethanol monohydrobromide

✍ Scribed by I. Victor Ekhato

Publisher: John Wiley and Sons
Year: 1998
Tongue: French
Weight: 458 KB
Volume: 41
Category: Article
ISSN: 0022-2135
DOI: 10.1002/(sici)1099-1344(199806)41:6<523::aid-jlcr105>3.0.co;2-i

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✦ Synopsis

SUMMARY
The enantioselective synthesis of ((R)-(+)-2-() tert-butyldiphenylsiloxylmethyl ()\left[{ }^{14} \mathrm{C}\right]) oxirane from ({ }^{14} \mathrm{C})-labeled barium carbonate was accomplished. This labeled oxirane facilitated an asymmetric synthesis ((R)-(+))-[[(2-bromoethyl)amino]methyl]-2-nitro-1 (\mathrm{H})-imidazole-[ (\left[1-{ }^{14} \mathrm{C}\right])-ethanol monohydrobromide (CI-1010), a potent hypoxic cell selective radiosensizing anti-cancer agent. From labeled barium carbonate the labeled oxirane was prepared in (26.2 %) yield, and this gave the target labeled CI-1010 in (17 %) yield.

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