4-Aminopiperidine-4-carboxylic acid: A cyclic α,α-disubstituted amino acid for preparation of water-soluble highly helical peptides

Journal of Organic Chemistry

Volumn 61, Issue 22, 1996, Pages 7650-7651

  Wysong, Christopher L ^a   Yokum, T Scott ^a   Morales, Guillermo A ^a,b   Gundry, Rebekah L ^a,c   McLaughlin, Mark L ^a   Hammer, Robert P ^a  

^a LOUISIANA STATE UNIVERSITY   (United States)

^b DUPONT COMPANY   (United States)

^c MARQUETTE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINOPIPERIDINE 4 CARBOXYLIC ACID; AMINO ACID DERIVATIVE; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PEPTIDE SYNTHESIS; REACTION ANALYSIS;

EID: 0029838279     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961594k     Document Type: Article

References (39)

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30. 2), has profound implications for this highly useful reaction.
31. Compound 3 was prepared from isolated 8 by several different methods in 70-80% yield (for example, see ref 8), but the one-pot procedure conversion of 5 to 8 to 3 was faster and gave analytically pure product directly (no chromatographic purifications required).
32. 3) δ 8.30 (s, 1H), 7.85-7.96 (d, 2H), 7.70-7.80 (d, 2H), 7.22-7.54 (m, 4H), 4.19-4.32 (m, 3H), 3.55-3.76 (m, 2H), 2.90-3.09 (m, 2H), 1.91-2.15 (m, 2H), 1.65-1.89 (m, 2H), d 1.39 (s, 9H).
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