Synthesis of 1 alpha,25-Dihydroxyvitamin D Analogues Featuring a S-2-symmetric CD-ring Core

Three analogues of 1 alpha,25-dihydroxyvitamin D-3 (calcitriol), featuring a transfused decalin C, D-core with local S-2-symmetry, and possessing identical side-chain and seco-B,A-ring structures, have been synthesized starting from readily available (4aR, 8aS)octahydronaphthalene-1,5-dione(7). The very short sequences involve the simultaneous introduction of the side-chain and seco-B, A-ring fragments via Suzuki and Sonogashira coupling reactions. The analogues are devoid of relevant biological activity

Synthesis of 3,4,7,8-Tetrahydronaphthalene-1,5(2H,6H)-dione

A short and high yielding route for thepreparation of the title compound, starting from commercially available1,5-dihydroxynaphthalene, is described. The key step in the sequence is the airoxidation of a bis(trimethylsilyloxy)diene precursor

Synthesis of 3,4,7,8-Tetrahydronaphthalene-1,5(2H,6H)-dione

Abstract: A short and high yielding route for the preparation of the title compound, starting from commercially available 1,5-dihydroxynaphthalene, is described. The key step in the sequence is the air oxidation of a bis(trimethylsilyloxy)diene precursor

Design and Synthesis of a Novel Series of Bicyclic Heterocycles As Potent γ-Secretase Modulators

The design and the synthesis of several chemical subclasses of imidazole containing γ-secretase modulators (GSMs) is described. Conformational restriction of pyridone <b>4</b> into bicyclic pyridone isosteres has led to compounds with high in vitro and in vivo potency. This has resulted in the identification of benzimidazole <b>44a</b> as a GSM with low nanomolar potency in vitro. In mouse, rat, and dog, this compound displayed the typical γ-secretase modulatory profile by lowering Aβ42 and Aβ40 levels combined with an especially pronounced increase in Aβ38 and Aβ37 levels while leaving the total levels of amyloid peptides unchanged