WO2010055005 Naphthylacetic acids

WO2010055005.pdf
Adobe Acrobat Document 7.3 MB

Scaffold: naphthalene

Biological target:

Prostaglandin D2 receptors: CRTH2

Activity:

Antagonist and partial agonist

Steps Conditions Reactions
a Pd(PPh3)2Cl2, Trimethylsilanyl acetylene, CuI, Et3N, THF, 16h Sonogashira cross coupling reaction
b

KF, DMF, CH2Cl2, 30 min

Silanyl deprotection
c Pd(PPh3)2Cl2,, CuI, Et3N, CH3CN, 80oC, 3h Sonogashira cross coupling reaction
d Au(III) bromide, dioxane, 100oC, 4h Benzannulation
e LiOH, THF/H2O 1/1, reflux, 6h Saponification (COOH formation)

Site Search