ChemInform Abstract: Synthesis of Bronchospasmolytic Agent Flutropium Bromide and Some Homologues and Configuration Isomeric Compounds.

Abstract

Die Veresterung von Benzilsäure mit Tropin (Ib) bzw. dem Nortropin‐ Derivat (III) gelingt mit dem Benzilsäureimidazolid (IV).

Sacrificial Anode-Free Electrosynthesis of α-Hydroxy Acids via Electrocatalytic Coupling of Carbon Dioxide to Aromatic Alcohols

“…Mandelic acid can be polymerized to polymandelide, a biodegradeable polyester with styrene-like properties, 21 while benzylic acid is the starting point for the preparation of various glycollate pharmaceuticals such as Flutropium. 24 The carboxylate yield and selectivity for benzyl alcohol were much lower than those for 1-phenylethanol. The highest carboxylate (2b) yield was only 15%, with a selectivity of 16%, when 3 F mol alcohol −1 of charge was applied, while the dimer (2c) yield was 43%, which is significantly higher than for 1-phenylethanol under the same conditions (27%).…”

“…Mandelic acid can be polymerized to polymandelide, a biodegradeable polyester with styrene-like properties 21 , while benzylic acid is the starting points for the preparation of various glycollate pharmaceuticals such as Flutropium 24 . The carboxylate yield and selectivity for benzyl alcohol were much lower than those for 1-phenylethanol.…”

Tropane alkaloids

“…The cis-chloroacetoxy-cycloheptanol(l9) was treated with sodium tosylamide to give (20), the double bond was hydrogenated and the product was then cyclized to the N-tosyl 3P-tropanol (21). Alternatively, sodium tosylamide and tetra(tripheny1phosphine) palladium gave (22) with retention of configuration, and subsequent hydrogenation and cyclization afforded the 301tropanol (23). The tosyl group was removed with sodium in liquid ammonia and the nortropines methylated with formaldehyde and sodium boronhydride.…”

“…Reverse quaternizationl' gave rise to the N-epimer (30). 23 Tropanylbenzamides have been synthesized :24 N-benzyl-3a-and 3P-(2,3-dimethoxybenzamido) nortropanes [(3 la) and (32a)I were studied by X-ray crystallography in view of their neuroleptic activities. In the equatorial, (3p), isomer the amide and the phenyl groups are almost coplanar hence an intramolecular hydrogen bond has formed between the NH and the methoxy group.…”