1.4- Oxazepanes

Oxazepane Derivatives as Dopamine D4 Receptor Ligands Synthesis and 3D-QSAR Model,/. Med. Chem. 2004, 47, 3089-3104. 

The 1,4-oxazepanes 133 were prepared by a ring closing reaction of epichlorohydrin with the appropriate A -benzyl ethanolamine derivative and subsequent introduction of the second aryl substituent group (A). These 1,4-oxazepanes were assessed as selective dopamine D4 receptor ligands. For example the compound 133 (R = OCH2CH3, R = H, R = Cl, R = R ... 

The synthesis of a 1,4-oxazepane based 1,6-anhydro-P-D-hexopyranose, 142, has been reported in good overall yield (48%) from the tosylate 139, via the derivatives 140 and the... 

Eine wesentliche Verbesserung wird mit dem chiralen Induktor (2 R, 3 5)-3,4-Dimethyl-5,7-dioxo-2-phenyl-1,4-oxazepan erzielt28 ... 

In a bromo-etherification process, amino alcohols 147, derived from the chiral pool, cyclized in a 1-endo manner to give rise to a range of chiral polysubstituted 1,4-oxazepanes 148 in good yields with moderate-to-excellent regio- and diastereoselectivities. The regioselectivity observed was... 

Keto-alcohols 149 participated in a stereoselective intramolecular reductive etherification process to afford differentially substituted 1,4-oxazepanes 150 in mosdy good yields with excellent diastereoselectivities. In a single example, the use of a carbon nucleophile allowed access to trisubstituted 1,4-oxazepane derivatives (13EJO2076). 

A new phosphine-catalysed cascade [3-1-4] annulation reaction between dinucleophiles (357) (X = 0, S, NTs R = H, alkyl, Ar) and MBH substrates (358) (EWG = C02Et, CN, etc.) has been developed as a synthetic route to 1,4-oxazepanes, 1,4-thiazepanes, and 1,4-diazepanes (359). Mechanistic investigation implies that... 

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