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Synthesis of Urinary Metabolites of Retinoic Acid
Author(s) -
Kim Tong Hei,
Kon Kenji,
Isoe Sachihiko
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660705
Subject(s) - chemistry , retinoic acid , ethylenedioxy , hydroxymethyl , stereochemistry , pyran , metabolite , medicinal chemistry , organic chemistry , biochemistry , gene , alkyl
Urinary metabolites 5‐methyl‐5‐[2‐(2,6,6‐trimethyl ‐3‐oxo‐1‐cyclohexen‐1‐yl)‐vinyl]‐2‐tetrahydrofuranone (1) and 5‐[2‐(6‐hydroxymethyl‐2, 6‐dimethyl‐3‐oxo‐1‐ cyclohexen‐1‐yl)vinyl]‐5‐methyl‐2‐tetrahydrofuranone (2) of retinoic acid have been synthesized from 4‐[2,2,6‐trimethyl‐3‐(tetrahydro‐2 H ‐pyran‐2‐yl)oxy‐1‐cyclohexen‐1‐yl]‐3‐buten‐2‐one (4) and methyl 2‐(3,3‐ethylenedioxy‐1‐butenyl)‐1, 3‐dimethyl‐4‐oxo‐2‐cyclohexene‐1‐carboxylate (5) .