Self-metathesis of undecenoic acid with [(PCy3)2Cl2Ru=CHPh] (2), followed by exhaustive hydrogenation yielded pure 1,20-eicosanedioic acid (5) (>99%) free of side-products from isomerization. Polycondensation with eicosane-1,20-diol (6), formed by reduction of the diol, yielded polyester 20,20 (Tm = 108 °C). By comparison, the known ADMET polymerization of undec-10-enyl undec-10-enoate (7), and...

A series of 10-methyl-9-(phenoxycarbonyl)acridinium trifluoromethanesulfonates (XAEs), bearing substituents of various characteristics in the lateral benzene ring (2-halogen, 2,6-dihalogen, 2-trifluoromethyl, 2-nitro, 2-methoxy, 3-halogen and 4-halogen) were synthesized with high yields, identified and subjected to a physicochemical and theoretical investigation. The main task of the work was t...

The title compound, C(25)H(18)N(2)O(6), is a naphthalenophane styled in the manner of Warrener's alicyclic cyclo-phanes or mol-ecular racks wherein a trimethyl-ene tether is perfectly staggered between the two N atoms such that the central methyl-ene H atoms point toward the naphthalene π-system. The dihedral angle between the mean planes of the two benzene rings is 7.61 (7)°.

A scaleable synthetic route is described to obtain 2-(4-acetylpiperadin-1-yl)-6-[3,5-bis(trifluoromethyl)phenylmethyl]-4-(2-methylphenyl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,5]oxazocin-5-one (1, KRP-103) as a neurokinin (NK)(1) antagonist. The key step in the synthesis is the intramolecular cyclization of N-[3,5-bis(trifluoromethyl)phenylmethyl]-N-(3-hydroxypropyl)-4-chloro-6-(2-methylpheny...

moderate to excellent entantio- and stereoselectivities (ee’s 54-100%) were observed in ple catalyzed hydrolysis of (±)-ethyl 5-oxo-endo-tricyclo[5.2.1.02,6] deca-8-ene-2-carboxylate 5 and the structurally related open chain bicyclic structures (±)-ethyl 3-acetylbicyclo[2.2.1]hept-5-ene-2-carboxylates 7, 9 and (±)-ethyl 3-propanoylbicyclo[2.2.1]hept-5-ene-2-carboxylates 8, 10. a pronounced pref...

1,3-Diphenyl-7-trifluoromethyl-1,4-dihydro-1,2,4-benzotriazin-4-yl (4), prepared in high yield via the catalytic oxidation of the corresponding amidrazone 5 by using Pd/C (1.6 mol %) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.1 equiv) in air, is stable in dichloromethane solutions in the presence of MnO(2) and KMnO(4). Furthermore, radical 4 is thermally stable well past its melting point (160-1...