A continuous process for generation, separation, and reactions of anhydrous diazomethane in a tube-in-tube reactor was developed. The inner tube of the reactor is made of hydrophobic, gas-permeable Teflon AF-2400. The diazomethane is formed in the inner tube and then diffuses through the permeable membrane into the outer chamber and subsequently reacts in the solution carried within. This technique allows safe and scalable reactions with dry diazomethane to be performed on a laboratory scale.
The synthesis of analogues of the natural compound l‐tricholomic acid and of its threo diastereoisomer was accomplished in order to explore their affinity for glutamate ionotropic receptors. In this study, fourteen new unnatural amino acids, characterized by a 3‐hydroxy‐▵2‐isoxazoline or 3‐hydroxy‐▵2‐pyrazoline‐skeleton, were obtained exploiting, as key reaction, a 1,3‐dipolar cycloaddition or an intramolecular cyclization.
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