Reductive alkylation of α-aminoamides

Organic Preparations and Procedures International

Volumn 28, Issue 2, 1996, Pages 179-183

  Pevarello, Paolo ^a   Amici, Raffaella ^a   Pinciroli, Vittorio ^b   Varasi, Mario ^a  

^a Medicinal Chemistry Department   (Italy)

^b R and D Analytical Chemistry   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOAMIDE; REDUCTIVE ALKYLATION;

ALKYLATION;

EID: 0009743176     PISSN: 00304948     EISSN: 19455453     Source Type: Journal    
DOI: 10.1080/00304949609356519     Document Type: Article

References (12)

1. N. Yamazaki and C. Kibayashi, J. Am. Chem. Soc., 11, 1397 (1989)
2. M. A. Williams and H. Rapoport, J. Org. Chem., 58, 1151 (1993)
3. N. Maigrot, J. P. Mazaleyrat and Z. Welvart, J. Org. Chem., 50, 3916(1985).
4. Y. Ohfune, N. Higuchi, N. Kurokawa, M. Saito, M. Hashimoto and T. Tanaka, Chemistry Lett., 441 (1984).
5. Glycinamide hydrochloride is a buffer useful in the physiological range.
6. R. F. Borch, M. D. Bernstein and H. Dupont Durst, J. Am. Chem. Soc., 93, 2897 (1971).
7. J. P. Greenstein and M. Winitz, Chemistry of the Amino Acids, Vol. 1, p. 600, Wiley & Sons, New York, NY, 1961.
8. 4; flux: 1.0 ml/min; detector: UV-227 nm) giving an enantio- meric purity >99.0% for the S-enantiomer (3e) and >98.7% for the R-enantiomer (3m).
9. R. R. Hill, J. D. Coyle, D. Birch, E. Dawe, G. E. Jeffs, D. Randall, I. Stec and T. M. Stevenson, J. Am. Chem. Soc., 113, 1805 (1991).
10. L. Florvall, A. L. Ask, S. B. Ross, S. O. Oegren and A. C. Holm, Acta Pharm. Suec., 20, 255 (1983); Chem. Abstr., 100, 85319 (1984).
11. A. R. Schoffs, M. Langlois, Ch. Jeanpetit and M. Masson, EP Patent 327455, 1989; Chem. Abstr., 112, 138-737 (1990).
12. D. A. Clark, S. W. Goldstein, G. F. Holland, B. Hulin and J. P. Rizzi, EP Patent 332331, 1989; Chem. Abstr., 113, 6325 (1990).