1115322-98-9

Upstream product

• 4328-94-3 pentane-1,3,5-triol 
• 2235-01-0 dimethoxydiphenylmethane 

Downstream Products

• 1115323-00-6 2-(2,2-diphenyl-1,3-dioxan-4-yl)acetaldehyde 
• 1310562-89-0 4-(2-azidoethyl)-2,2-diphenyl-1,3-dioxane 
• 1310562-91-4 2-(2,2-diphenyl-1,3-dioxan-4-yl)ethan-1-amine 
• 1310562-93-6 2-(2,2-diphenyl-1,3-dioxan-4-yl)-N-methylethan-1-amine 
• 1310562-94-7 2-(2,2-diphenyl-1,3-dioxan-4-yl)-N,N-dimethylethan-1-amine 
• 1310562-95-8 N-benzyl-2-(2,2-diphenyl-1,3-dioxan-4-yl)ethan-1-amine 
• 1310563-04-2 3-(2,2-diphenyl-1,3-dioxan-4-yl)propanenitrile 
• 1310563-07-5 3-(2,2-diphenyl-1,3-dioxan-4-yl)propan-1-amine 
• 1310562-87-8 [2-(2,2-diphenyl-1,3-dioxan-4-yl)ethyl] p-toluenesulfonate 

Relevant academic research and scientific papers

Synthesis of 4-(aminoalkyl) substituted 1,3-dioxanes as potent NMDA and σ receptor antagonists

Elongation of the distance between the oxygen heterocycle and the basic amino moiety or ring expansion of the oxygen heterocycle of the NMDA receptor antagonists dexoxadrol and etoxadrol led to compounds with promising NMDA receptor affinity. Herein the c

Synthesis and NMDA receptor affinity of ring and side chain homologues of dexoxadrol

Novel dexoxadrol derivatives with an expanded oxygen heterocycle (1,3-dioxane instead of 1,3-dioxolane), an enlarged distance between the two heterocycles, and an additional oxo group in the 4-position of the piperidine ring were synthesized and pharmacologically evaluated. The synthesis comprises a hetero-Diels-Alder reaction of imines with Danishefsky's diene (3), followed by a Lewis acid catalyzed conjugate reduction of the resulting dihydropyridones and hydrogenolytic debenzylation. The required aldehydes were synthesized by transacetalization of benzophenone dimethyl acetal (8) with pentane-1,3,5-triol (7), butane-1,2,4-triol (15), and 4-benzyloxybutane-1,3-diol (31), respectively, and subsequent Swern oxidation. Homodexoxadrols 39 were synthesized by the Cagliotti method with the use of p-toluenesulfonylhydrazide and NaBH4 for the removal of the oxo group. The diastereomers were separated and the relative configuration was assigned by X-ray crystal structure analysis and comparison of spectroscopic and chromatographic data. Receptor binding studies with the radioligand [3H]-(+)-MK-801 demonstrated that an expanded O-heterocycle, an enlarged distance between the heterocycles, and an additional oxo group led to a considerable loss of affinity towards the phencyclidine binding site of the NMDA receptor. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.