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The synthesis of [4‐ 3 H]oxiracetam ‐ a novel nootropic agent
Author(s) -
Crowe A M,
Lawrie K W M,
Saunders D,
Pfeiffer U
Publication year - 1991
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.2580290114
Subject(s) - chemistry , yield (engineering) , sodium acetate , ethyl acetate , nuclear chemistry , medicinal chemistry , radiochemistry , organic chemistry , metallurgy , materials science
The synthesis of [4‐ 3 H]oxiracetam (6) from ethyl 2‐(4‐chloro‐3‐oxo‐butyramido)acetate (1) is described. Ethyl 2‐(4‐chloro‐3‐oxo‐butyramido)‐acetate (1) was reduced with sodium borotritide at Amersham International plc (TR5 tritiation service) to give ethyl 2‐(4‐chloro‐[3‐ 3 H]‐3‐hydroxy‐butyramido)acetate (2). This was elaborated, in four steps, to [4‐ 3 H] oxiracetam (6) in 4.8% overall radiochemical yield, furnishing 5735 μCi, 212 MBq, 41.8 μg, of specific activity 21.7 Ci/mmol, 802.9 GBq/mmol, and radiochemical purity of greater than 98%.