シリカゲル担持炭酸銀を用いたテルペンアルコールと臭化糖誘導体の反応によるテルペン配糖体の合成
1994 年 43 巻 1 号 p. 31-38
詳細
1994 年 43 巻 1 号 p. 31-38
Terpenyl β-D-glucopyranosides (3 a-e) were prepared from terpene alcohols (2 a-e) and tetra-O-acetyl-a-u-glucopyranosyl bromide (1) by a modification of Koenigs-Knorr procedure in the presence of silver carbonate supported on silica gel or alumina, followed by deacetylation. In this study terpenyl β-D-glucopyranosides (3 a-e) were obtained from geraniol (2 a), nerol (2 b), citronellol (2 c), cis-3-hexenol (2 d), menthol (2 e) and all-trans-retinol (2 f) in relatively good yields. All-trans-retinyl β-D-glucuronide (5) was prepared in a similar manner from methyl 2, 3, 4-triacetyl-1-bromo-D-glucuronate (4) and all-trans-retinol (2 f) in 28% yield
