Efficient stereocontrolled synthesis of (S)-Fmoc-β-nitroalanine via oxidation of oxime

Tetrahedron Letters

Volumn 51, Issue 25, 2010, Pages 3340-3343

  Chauhan, Satendra S ^a   Wilk, Howard J ^a  

^a Bachem Holding AG   (Switzerland)

Author keywords

Nitroalanine; (S) Fmoc nitroalanine; Amino acids; Boc nitro Ala OMe; Stereoselective synthesis

Indexed keywords

ALANINE DERIVATIVE; AMINO ACID; OXIME;

ARTICLE; CHEMICAL STRUCTURE; ORGANIC CHEMISTRY; OXIDATION; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 77953119745     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.04.083     Document Type: Article

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23. 3): δ 7.75 (2H, d, J = 7.2 Hz), 7.60 (2H, d, J = 7.2 Hz), 7.39 (2H, t, J = 7.2 Hz), 7.30 (2H, t, J = 7.2 Hz), 7.50 (0.6H, d, J = 4.8 Hz), 6.75 (0.4H, d, J = 4.8 Hz), 5.56 (1H, d, J = 6.8 Hz), 5.05-4.94 (0.4H, m), 4.52-4.43 (0.6H, m), 4.42-4.35 (2H, m), 4.22 (1H, t, J = 6.8 Hz), 3.65-3.45 (2H, m), 1.16 (9H, s).
24. 3): δ 7.78 (2H, d, J = 7.2 Hz), 7.58 (2H, d, J = 7.2 Hz), 7.42 (2H, t, J = 7.2 Hz), 7.33 (2H, t, J = 7.2 Hz), 5.34 (1H, d, J = 7.2 Hz), 4.65-4.52 (2H, m), 4.50-4.4.38 (3H, m), 4.26-4.20 (1H, t, J = 6.8 Hz), 3.56-3.45 (2H, m), 1.18 (9H, s).
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