Biosynthesis of gliotoxin. Synthesis of sulfur-bridged dioxopiperazines from N-hydroxyamino acids
✍ Scribed by Herscheid, Jacobus D. M.; Nivard, Rutger J. F.; Tijhuis, Marian W.; Ottenheijm, Harry C. J.
- Book ID
- 126033549
- Publisher
- American Chemical Society
- Year
- 1980
- Tongue
- English
- Weight
- 564 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0022-3263
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## Abstract Several __N__‐acyl‐β‐hydroxyamino acids were prepared and treated with di‐__tert__‐butyl dicarbonate in the presence of 4‐(dimethylamino)pyridine, followed by treatment with __N__,__N__,__N′__,__N′__‐tetramethylguanidine to give the corresponding __N__‐acyldehydroamino acids in good to
nitrogen source. The bright-blue reagent 1, readily accessible by chlorination of cyclohexanone oxime [4], can safely be stored for a least 1 year at -30" but is preferably distilled in vacuo before use. In contrast to infamous N-nitroso derivatives, C-nitroso compound 1 proved not to be mutagenic i