Organic compounds -- part of the class 532-570 series – Organic compounds – Phosphorus esters
Patent
1992-06-12
1993-11-23
Lee, Mary C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Phosphorus esters
558204, C07F 940
Patent
active
052646076
ABSTRACT:
The disclosure is concerned with providing phosphonic acid-containing derivatives of phenylalanine and optically active isomers thereof, which are functionalized in a manner which makes them suitable for facile incorporation into peptides using standard solid-phase or solution-phase techniques. The disclosure is also concerned with providing an advantageous one-step reaction method for preparing benzylic .alpha.,.alpha.-difluorophosphonates from corresponding benzylic ketophosphonates.
REFERENCES:
patent: 4657899 (1987-04-01), Rzeszotarski
Fessenden et al, Organic Chemistry (1979), p. 507.
Blackburn et al, J. Chem. Soc., pp. 913-917 (1986).
Ackerman et al, J. Am. Chem. Soc., vol. 78, pp. 4444-4447 (1956).
Berlin et al, J. Org. Chem., vol. 30, pp. 1265-1267, (1965).
Berlin et al, Anal. Chem., vol. 41, pp. 1554-1559 (1969).
Gazizov et al, Zh. Obshch. Khim, vol. 48, pp. 31-32, (1970).
Pashinkin et al, Zh. Obshch. Khim, vol. 48, pp. 28-30 (1970).
Terauchi et al, Bull. Chem. Soc. Jpn., vol. 43, pp. 883-890 (1970).
Sekine et al, J. Org. Chem., vol. 45, pp. 4162-4167, (1980).
Sekine et al, Tetrahedron Lett., vol. 22, pp. 3617-3620 (1981).
Sekine et al, Chem. Lett., p. 1087 (1981).
Kume et al, J. Org. Chem., vol. 49, pp. 2139-2143 (1984).
Fujii et al, Tetrahedron Lett., vol. 26, p. 3365 (1986).
Fujii et al, Tetrahedron Lett., vol. 26, pp. 935-938 (1986).
Fujii et al, Tetrahedron, vol. 43, pp. 3395-3407 (1987).
Middleton et al, J. Org. Chem., vol. 45, pp. 2883-2887 (1988).
March, J., Advanced Organic Chemistry 3rd Ed. 1985, pp. 389.
Weast, R. C. ed. Handbook of Chemistry and Physics, F14 231-235 (1979).
Berlin et al, J. Am. Chem. Soc., vol. 86, pp. 3862-3866, (1964).
Burke et al, Synthesis, pp. 1019-1020 (1991).
Middleton, W. J., J. Org. Chem., vol. 40, pp. 574-578 (1975).
M. Hudlicky, Org. Reactions, 1988, vol. 35, pp. 513-637.
Middleton, W. J. et al, J. Org. Chem., vol. 45, pp. 2883-2887 (1980).
Blackburn, G. M. et al, J. Chem. Soc. Perkin Trans. I, pp. 1119-1125, (1984).
Blackburn, G. M. et al, J. Chem. Soc., Perkin Trans, vol. 1, pp. 913-917 (1986).
Bozell, J. J. et al, J. Org. Chem., vol. 56, pp. 2584-2587 (1991).
Glebova Z. I. et al, Zh Obshch Khim, vol. 55, pp. 1435-1437 (1985).
Burke, T. R. Jr., et al., Synthesis, vol. 11, pp. 1019-1020 (1991).
Hartman, G. D. et al, Syn. Comm. vol. 21, pp. 2103-2107 (1991).
Paquet, A. Can. J. Chem. 1982, 60, 976-980.
Banert, K. Tetrahedron Lett. 1985, 26(43), 5261-5264.
Carey, F. A. et al. Advanced Organic Chemistry; Second edition; Plenum: New York, 1983; p. 193.
Streitwieser, A. et al., Introduction to Organic Chemistry; Third edition; MacMillan: New York, 1985; pp. 737-738.
March, J. Advanced Organic Chemistry; John Wiley and Sons: New York, 1992; p. 909, footnote 244.
Burke, Jr. Terrence R.
Lim Benjamin B.
Smyth Mark S.
Ambrose Michael G.
Lee Mary C.
The United States of America as represented by the Secretary of
LandOfFree
Process of making benzylic .alpha.,.alpha.-diflurophosphonates f does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process of making benzylic .alpha.,.alpha.-diflurophosphonates f, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process of making benzylic .alpha.,.alpha.-diflurophosphonates f will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1850686