Synthesis of Various 3-Substituted 1,2,4-Oxadiazole-Containing Chiral β 3 - and α-Amino Acids from Fmoc-Protected Aspartic Acid
✍ Scribed by Hamzé,, Abdallah; Hernandez, Jean-François; Fulcrand, Pierre; Martinez, Jean
- Book ID
- 120000038
- Publisher
- American Chemical Society
- Year
- 2003
- Tongue
- English
- Weight
- 167 KB
- Volume
- 68
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
Fmoc-(R)-b -HomoAsp(OtBu)-OH was used for the synthesis of both (R) and (S) enantiomers of various Fmoc-protected 3-substituted 1,2,4-oxadiazole-containing b 3 -amino acids. The 1,2,4-oxadiazole heterocycle was formed using sodium acetate, a Fmoc-compatible and efficient catalyst for cyclodehydrati
A stereoselective chemoenzymatic synthesis of Fmoc-protected (2S,3S)-2-hydroxy-3-amino acids 6 is described. After the formation of cyanohydrin 2 from 2-furaldehyde in the presence of R-oxynitrilase and subsequent protection, 3 was transformed into fully protected ethanolamines 5. Ozonolysis provide