## Abstract Stable isotope‐labeled 2‐methylaminoimidazole (M+7 and M+6) was required as an intermediate in the synthesis of mass labeled drug candidates. These two isotopomers were synthesized with total yields of 24 and 36%, respectively. Labeled 2‐aminoimidazole (M+4) was prepared from labeled is
M+4 stable isotope labeling of levovirin and M+7 and carbon-14 labeling of levovirin valinate pro-drug
✍ Scribed by Steve A. de Keczer; Mohammad R. Masjedizadeh; Shao-Yong Wu; Teresa Lara-Jaime; Kate Comstock; Charles Dvorak; Yu-Ying Liu; Walter Berger
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- French
- Weight
- 177 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
[M+4]‐labeled levovirin 5 (231 mg) was synthesized as an MS reference compound from [M+4] triazole ester 2. [M+7]‐labeled levovirin valinate 6 (127 mg) was synthesized as a comparison MS reference compound from [M+6] triazole ester 3. [^14^C]‐Levovirin 7 and [^14^C]‐levovirin valinate 8 were synthesized to support metabolism studies. The synthesis of 7 was accomplished in 33% overall yield (35.4 mCi, 57 mCi/mmol) from Ba^14^CO~3~ and 8 was synthesized in 41% yield (12.5 mCi, 57 mCi/mmol) from 7. An efficient metallation/carbonation reaction was developed to synthesize [^14^C]‐triazole ester 4. Copyright © 2006 John Wiley & Sons, Ltd.
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