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Synthese von N ‐(4‐Aminobutyl)‐16‐aza‐19‐nonadecanlactam und N ‐(4‐Aminobutyl)‐17‐aza‐20‐icosanlactam (Desoxoinandenin)
Author(s) -
Wälchli Rudolf,
Giggisberg Armin,
Hesse Manfred
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670819
Subject(s) - chemistry , spermidine , stereochemistry , medicinal chemistry , organic chemistry , enzyme
Synthesis of N ‐(4‐Aminobutyl)‐16‐aza‐19‐nonadecanelactam and N ‐(4‐Aminobutyl)‐17‐aza‐20‐icosanelactam (Desoxoinandenine) According to Scheme 1 , the two homologous macrocyclic spermidine derivatives 12 and 23 were synthesized. Key steps in both cases were two different types of ring‐enlargement reactions. Compound 12 was identical with a degradation product of the naturally occurring spermidine alkaloids of inandenine‐type.