Carbohydrates, 4-methoxybenzyl ethers

S. Bhattacharyya, B. G. Magnusson, U. Wellmar, and U. J. Nilsson, The p-methoxybenzyl ether as an in situ -removable carbohydrate-protecting group a simple one-pot synthesis of the globotetraose tetrasaccharide, J. Chem. Soc. Perkin Trans. 1, 8 (2001) 886-890. 

Methyl 4-0-(4-methoxybenzyl)2,3-di-0-methyl-oc-D-glucopyranoside has been prepared [371] by Liptak s procedure (see Sect. 2.6). This lithium aluminium hydride — aluminium trichloride method was also used in the synthesis of 4-hydroxy-3-methoxy-benzyl [372], 4-hydroxy-3,5-dimethoxybenzyl [372], and 1-phenylethyl [373] ethers from the 4,6-acetals derived from vanillin, syringealdehyde, and acetophenone. Various vinylbenzyl ethers were prepared by the reaction of carbohydrates with vinylbenzyl chloride, and copolymerized with styrene [374]. 

---