Aepkers, Marion;Wuensch, Bernhard published 《Synthesis and NMDA-receptor affinity of ring and side chain homologous dexoxadrol derivatives》. The research results were published in《Archiv der Pharmazie (Weinheim, Germany)》 in 2004.Computed Properties of C15H16O2 The article conveys some information:
The regioselectivity during transacetalization of benzophenone di-Me acetal with butane-1,2,4-triol is controlled by the reaction conditions. Thermodn. control leads predominantly to the 1,3-dioxolanes whereas kinetic control favors the six-membered acetals. The amines were investigated in receptor binding studies with radioligands for their affinity to the phencyclidine binding site of the NMDA-receptor. In both series the primary amines show the highest NMDA-receptor affinity (Ki = 3.38-1.45 μM). Surprisingly, the piperidine derivative (I) binds with high affinity at σ1-receptors and, therefore, represents a novel lead compound for high affinity σ1-receptor ligands. To complete the study, the researchers used Dimethoxydiphenylmethane (cas: 2235-01-0) .
Dimethoxydiphenylmethane is one of ethers-buliding-blocks. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. Computed Properties of C15H16O2 The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.
Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem