Method of synthesizing leukotriene B.sub.4 and derivatives there

Details Method of synthesizing leukotriene B.sub.4 and derivatives there Method of synthesizing leukotriene B.sub.4 and derivatives there

1988-03-08

1989-10-10

Chan, Nicky

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C 5109

Patent

active

048730246

ABSTRACT:
An improved method for synthesizing leukotriene B.sub.4 and derivatives thereof is disclosed, as are novel intermediates used in the process. Unlike prior art processes, the method of this invention involves a step in which 2(R)-[[(1,1-dimethylethyl)diphenylsilyl)]oxy]dec-4(Z)-ene-1-ol or a related compound is coupled with methyl-[5(S)-[[1,1dimethylethyl)-diphenylsilyl]oxy]-dec-8(E)-10-(dimethylp hosphono)-6-ynoate.

REFERENCES:
Nicolaou et al., JACS, 106, 3548 (1984).
Corey, E. J., Marfat, A., Goto, G., Brion, F., J. Am. Chem. Soc., 102, 7984 (1980).
Corey, E. J., Marfat, A., Munroe, J., Kim, K. S., Hopkins, P. B., Brion, F., Tetrahedron Lett., 22, 1077 (1981).
Guindon, Y., Zamboni, R., Lau, C.-K., Rokach, J., Tetrahedron Lett., 23, 739-742, (1981).
Zamboni, R., Rokah, J., Tetrahedron Lett., 23, 2631-2634 (1982).
Mills, L. S., North, P. C., Tetrahedron Lett., 24, 409 (1983).
Nicolaou, K. C., et al., "A General and Stereocontrolled Total Synthesis of Leukotriene B.sub.4 and Analogues", J. Am. Chem. Soc., 106, 3748-3551 (1984).

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