Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy

Tetrahedron Letters

Volumn 39, Issue 44, 1998, Pages 8047-8050

  Hulme, Christopher ^a   Peng, John ^a   Louridas, Bonnie ^a   Menard, Paul ^a   Krolikowski, Paul ^a   Kumar, N Vasant ^a  

^a SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

PIPERAZINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0032578740     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01770-5     Document Type: Article

References (20)

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2. 2. (a) Ugi, I. Angew. Chem. Int. Ed. Engl. 1962, 1, 8.
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15. 7. Performed in a SAVANT® evaporator for 2 hours.
16. 3CN to 100% over 5 min. HPLC was interfaced with APCI techniques.
17. 9. (a) Keating, T.A.; Armstrong, R.W. J. Am. Chem. Soc. 1995, 117, 7842-7843.
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19. 13C spectra show two sets of resonances throughout the spectrum. Exchange crosspeaks between major and minor forms were observed in a rotating frame Overhauser effect spectroscopy (ROESY). These resonances also show broadening at temperatures above 80°C. These experiments show that the two forms are in slow exchange under the present experimental conditions. HMBC spectrum showed correlation between the methylene protons(H2 and H2′) with the carbonyl carbon C6 confirming the ring closure.
20. 11. Krapcho, A.P; Maresh, M.J.; Lunn, J. Synth. Comm. 1993, 23, 2443.