Shapiro D, Acher A J
Chem Phys Lipids. 1978 Oct;22(3):197-206. doi: 10.1016/0009-3084(78)90026-9.
We report the synthesis of natural ceramide trihexoside, viz. gal (alpha-1 leads to 4) gal (beta-1 leads to 4) gluc (beta-1 leads to 1) ceramide (XIII). It involves the Koenigs-Knorr reaction of the bromide II with the aglucon XIX, and of the chloride VII with the D-enantiomer of the ceramide ester XII. A positional isomer of XIII was obtained as a by-product. A novel technique in the Koenings-Knorr reaction is described.
我们报道了天然神经酰胺三己糖苷，即半乳糖（α-1 连接至 4）半乳糖（β-1 连接至 4）葡萄糖（β-1 连接至 1）神经酰胺（XIII）的合成。它涉及溴化物 II 与糖苷配基 XIX 的柯尼希斯-克诺尔反应，以及氯化物 VII 与神经酰胺酯 XII 的 D-对映体的反应。作为副产物得到了 XIII 的一种位置异构体。描述了柯尼希斯-克诺尔反应中的一种新技术。
