Synthesis of (S)-4-Benzyl-3-butyl-1-(2-cycloheptylethyl)imidazolidine
LiAlH4 reduction of tert-butyl (S)-butyl(1-((2-cycloheptylethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (1) gave imidazolidine 2, while treatment with lithium diisopropylamide furnished the β-elimination product, cinnamamide 3. Both products were fully characterized. Reductive cyclization of N-alkylated-N-Boc-protected amino acid amides with LiAlH4 may be a viable synthetic method for trisubstituted chiral imidazolidines.
Authors
- Franc Požgan (ORCID: https://orcid.org/0000-0001-6040-294X)
- Uroš Grošelj (ORCID: https://orcid.org/0000-0002-5186-9879)
- Bogdan Štefane (ORCID: https://orcid.org/0000-0002-8709-9853)
- Nejc Petek (ORCID: https://orcid.org/0000-0003-3331-4885)
- Jurij Svete (ORCID: https://orcid.org/0000-0003-3339-3595)
- Matevž Schweiger
- Luka Ciber
Institutions
- University of Ljubljana (SI)
Publication Details
- Journal
- Molbank
- Published
- 2026-04-16
- DOI
- https://doi.org/10.3390/m2166
- Primary Topic
- Advanced Synthetic Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Javna Agencija za Raziskovalno Dejavnost RS