Solid Phase Synthesis of Substituted 2-Amino-4-Pyrrolinones via Spontaneous Postcleavage Cyclization

Synlett

Volumn , Issue 2, 2004, Pages 353-355

  Detsi, Anastasia ^a   Emirtzoglou, Pavlos ^a   Prousis, Kyriakos ^a   Nikolopoulos, Apostolos N ^a   Skouridou, Vasso ^a   Igglessi Markopoulou, Olga ^a  

^a NATIONAL TECHNICAL UNIVERSITY OF ATHENS   (Greece)

Author keywords

2 amino 4 pyrrolinones; Polymer bound benzotriazolyl esters of amino acids; Solid phase synthesis

Indexed keywords

ESTER DERIVATIVE; HETEROCYCLIC COMPOUND; POLYMER; PYRROLINE DERIVATIVE; RESIN;

ACIDITY; ACYLATION; ARTICLE; CYCLIZATION; INFRARED SPECTROSCOPY; REACTION ANALYSIS; SOLID; SYNTHESIS;

EID: 1242341222     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-45002     Document Type: Article

References (20)

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15. (14) (2-Chlorotrityl resin)-L-Phe-OBt (1, 1.13 mmol/g), (2-chlorotrityl resin)-L-Val-OBt (2, 0.88 mmol/g), (2-chlorotrityl resin)-L-Leu-OBt (3, 1.0 mmol/g) were purchased from NovaBiochem.
16. 2 (10 mL; this cycle was repeated 3 times) and then dried in vacuo to provide the resin-bound C-acylation products 4-7. All compounds gave red colour when treated with iron(III) chloride solution.
17. -1.
18. 2-MeOH.
19. -1.
20. The enantiomeric ratios were determined by HPLC analysis using a CHIRALPAK AS column (4.6 x 250 mm), [210 nm, 0.5 mL/min, hexane-EtOH (80:20)].