Barua A B, Olson J A
J Lipid Res. 1985 Feb;26(2):258-62.
Retinoyl fluoride (2) prepared from retinoic acid (1) by reaction with diethylaminosulfurtrifluoride is a stable crystalline compound not easily hydrolyzed by water. By reacting retinoyl fluoride with water-soluble amines in the presence of sodium bicarbonate, retinamide (4), N-retinoyl glycine (6), N-retinoyl DL-phenylalanine (7), alpha-N-retinoyl-L-lysine (11), N-retinoyl 4-aminophenol (4-hydroxyphenylretinamide) (8), and N-retinoyl-2-amino-2-deoxy-D-glucose (2-deoxy-D-glucose-2-retinamide) (9) have been prepared in good yields and characterized by UV absorption, 1H NMR, IR spectra, mass spectrometry, and elemental analysis.
由视黄酸(1)与二乙氨基三氟化硫反应制得的视黄酰氟(2)是一种稳定的结晶化合物,不易被水水解。通过在碳酸氢钠存在下使视黄酰氟与水溶性胺反应,已以良好的产率制备出视黄酰胺(4)、N-视黄酰甘氨酸(6)、N-视黄酰-DL-苯丙氨酸(7)、α-N-视黄酰-L-赖氨酸(11)、N-视黄酰-4-氨基苯酚(4-羟基苯基视黄酰胺)(8)和N-视黄酰-2-氨基-2-脱氧-D-葡萄糖(2-脱氧-D-葡萄糖-2-视黄酰胺)(9),并通过紫外吸收、1H NMR、红外光谱、质谱和元素分析对其进行了表征。