1434832-13-9

Upstream product

• 760987-49-3 4-(3,4-dimethoxyphenyl)benzyl bromide 
• 7145-99-5 5-methyl-1,3-benzodioxole 
• 1434821-65-4 3-O-(4-(3,4-dimethoxyphenyl)benzyl)-1,2,4,5-tetra-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-L-myoinositol 
• 760987-63-1 methyl 2,3,4-tri-O-benzyl-6-O-(4-(3,4-dimethoxyphenyl)benzyl)-α-D-glucopyranoside 
• 760987-73-3 4-(3,4-dimethoxyphenyl)benzyl alcohol 

Relevant academic research and scientific papers

The dimethoxyphenylbenzyl protecting group: An alternative to the p-methoxybenzyl group for protection of carbohydrates

A reliable reagent system for the cleavage of 4-(3,4-dimethoxyphenyl)benzyl (DMPBn) ethers under acidic conditions has been established. Treatment of DMPBn-protected mono- and pseudodisaccharides with TFA in anhydrous CH 2Cl2 and 3,4-(methylenedioxy)toluene as a cation scavenger resulted in the selective cleavage of the DMPBn ether giving the corresponding deprotected products in moderate to high yields. Examples are reported which show that allyl, benzyl, and p-bromobenzyl ethers, esters, and glycosidic linkages are stable to these reaction conditions. The selective cleavage of allyl, p-bromobenzyl, and PMB ethers in protected carbohydrates containing DMPBn ethers are also demonstrated. This work establishes the 4-(3,4-dimethoxyphenyl) benzyl ether as an effective and robust alternative to p-methoxybenzyl as a protecting group for alcohols.