Solid phase synthesis of 1,3-disubstituted succinimides

Tetrahedron Letters

Volumn 41, Issue 5, 2000, Pages 609-612

  Alvarez Gutierrez, Julia M ^a   Nefzi, Adel ^a   Houghten, Richard A ^a  

^a TORREY PINES INSTITUTE FOR MOLECULAR STUDIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

SUCCINIMIDE DERIVATIVE;

ARTICLE; CYCLIZATION; EXTRACTION; FREEZE DRYING; REACTION ANALYSIS; SYNTHESIS;

EID: 0034728150     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)02166-8     Document Type: Article

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33. 3N in THF. The Fmoc group was removed and the amine acylated with a carboxylic acid (10 equiv.) in the presence of DIPCDI (10 equiv.) and HOBt (10 equiv.) in DMF. The resin was cleaved with anhydrous HF and anisole (95:5) at 0°C for 1.5 h. The product was extracted with acetic acid (95%) and lyophilized to yield the desired succinimide. AcOH is a good solvent for lyophilizing hydrophobic compounds, since it can be lyophilized at both dilute and high concentrations.
34. 6) show pairs of peaks due to the existence of conformational isomers.