Other Synthetic Approaches.
There are many other synthetic routes by which Tamoxifen
is produced. In this respect the two which I selected were old and
are probably outdated. However as mentioned before the two I chose
could be understood fully by applying 1st and 2nd year undergraduate
level. Others which I consider to be suitable routes are outlined and
listed below.
1) Crossed coupling of functionalised ketones by low
valent Titanium
(The McMurry Reaction) : A new stereoselective synthesis
of Tamoxifen.
Paul L.Coe and Clare E.Scriven. J.Chem.Soc.Perkin Trans.
1;1986.
2) Stereoselective Olefin formation from the dehydration
of 1-(p-Alkoxyphenyl)-1,2-diphenylbutan-1-ols : Applications to the
synthesis of Tamoxifen.
Raymond McCague. J.Chem.Soc. Perkin Trans. 1;1987
3) Synthesis of Tamoxifen and 4-Hydroxytamoxifen using
super-base-metalated propylbenzene. Chantal Olier-Reuchet et al.
Tetrahedron Letters Vol.36 ; No.45 Page 8221-8224 ; 1995.
4) Parallel synthesis of Tamoxifen and derivatives on
solid support via resin capture. S.David Brown and Robert W.
Armstrong.
J.Org.Chem.1997 ; 62 ; 7076-7077
In particular the fourth in the list is fully up to date with
modern synthesis techniques. The current trend under development in
synthesis to use resins for reactions. This technique ( I beleive)
makes the products easier to seperate from all the other components
of the reaction. There has been much interest surrounding this
technique recently and it has been suggested that will be the future
of synthetic approaches.
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Huw Tanner.Undergraduate Year 2
.Imperial College of Science,Technology and Medicine.
CIT Project
Study of Tamoxifen.
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