title: Synthesis of optically active trans 4-cyclohexyl-L-proline as an intermediate product in the preparation of fosinopril.
abstract: A nine-step synthesis of trans 4-cyclohexyl-L-proline has been developed on a laboratory scale. The product is an intermediate in the preparation of fosinopril--an effective hypotensive drug. The total yield of the synthesis was 25%. The final product was 99.7% pure. Analytical methods were developed for each step of the synthesis (HPLC, TLC, IR, 1H-NMR, 13C-NMR, GC-MS, [alpha]D).
authors.affiliation: Industrial Chemistry Research Institute, 8 Rydygiera Str, 01-793 Warsaw, Poland.
authors.forename: Dorota
authors.initials: D
authors.lastname: Kalisz
authors.forename: Zbigniew
authors.initials: Z
authors.lastname: Dabrowski
authors.forename: Barbara
authors.initials: B
authors.lastname: Kakol
authors.forename: Maria
authors.initials: M
authors.lastname: Bełdowicz
authors.forename: Bozenna
authors.initials: B
authors.lastname: Obukowicz
authors.forename: Jarosław
authors.initials: J
authors.lastname: Kamiński
mesh_terms: D000959:Antihypertensive Agents / Q000032:analysis / Q000138:chemical synthesis / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D017328:Fosinopril / Q000032:analysis / Q000138:chemical synthesis* / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D009904:Optical Rotation; D011392:Proline / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D013678:Technology, Pharmaceutical / Q000379:methods
chemical_list: D000959:Antihypertensive Agents; D011392:Proline; D017328:Fosinopril