A Facile Synthesis of Aminocarboxylic Acid Derivatives, New Anti-ulcer Agents

3- [p-(trans-4-Aminomethylcyclohexylcarbonyl)phenyl] propionic acid hydrochloride (1a), a new anti-ulcer agent, was newly synthesized from trans- or mixed trans/cis-4-aminomethyl-cyclohexanecarboxylic acid and methyl 3-phenylpropionate (4) in three steps. Friedel-Crafts reaction of the acid chloride...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1985/11/25, Vol.33(11), pp.5059-5061
Hauptverfasser:	TAKESHITA, TORU, KONDO, SHIRO, NARUCHI, TATSUYUKI
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Anti-Ulcer Agents - chemical synthesis Chemical Phenomena Chemistry Exact sciences and technology methyl 3-phenylpropionate Organic chemistry Phenylpropionates - chemical synthesis Preparations and properties
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Zusammenfassung:	3- [p-(trans-4-Aminomethylcyclohexylcarbonyl)phenyl] propionic acid hydrochloride (1a), a new anti-ulcer agent, was newly synthesized from trans- or mixed trans/cis-4-aminomethyl-cyclohexanecarboxylic acid and methyl 3-phenylpropionate (4) in three steps. Friedel-Crafts reaction of the acid chloride 3 and 4 was performed without any particular protection of the amino group of 3. 3- [p-(4-Aminomethylbenzoyl)phenyl] propionic acid hydrochloride (1b) was also obtained from 4-aminomethylbenzoic acid in a similar process.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.33.5059