The present invention relates to a synthetic process for the preparation
of a novel class of androgen receptor targeting agents (ARTA) which
demonstrate androgenic and anabolic activity of a nonsteroidal ligand for
the androgen receptor. The agents define a new subclass of compounds
which are selective androgen receptor modulators (SARM) which are useful
for a) male contraception; b) treatment of a variety of hormone-related
conditions, for example conditions associated with Androgen Decline in
Aging Male (ADAM), such as fatigue, depression, decreased libido, sexual
dysfunction, erectile dysfunction, hypogonadism, osteoporosis, hair loss,
anemia, obesity, sarcopenia, osteopenia,osteoporosis, benign prostate
hyperplasia, alterations in mood and cognition and prostate cancer; c)
treatment of conditions associated with Androgen Decline in Female
(ADIF), such as sexual dysfunction, decreased sexual libido,
hypogonadism, sarcopenia, osteopenia, osteoporosis, alterations in
cognition and mood, depression, anemia, hair loss, obesity,
endometriosis, breast cancer, uterine cancer and ovarian cancer; d)
treatment and/or prevention of chronic muscular wasting; e) decreasing
the incidence of, halting or causing a regression of prostate cancer; f)
oral androgen relacement and/or other clinical therpauetic and/or
diagnostic areas. The process of the present invention is suitable for
large-scale preparation, since all of the steps give rise to highly pure
compounds, thus avoiding complicated purification procedures which
ultimately lower the yield. Thus the present invention provides methods
for the synthesis of non-steroidal agonist compounds, that can be used
for industrial large-scale synthesis, and that provide highly pure
products in high yield.