945745-53-9

Upstream product

• 163618-93-7 methyl 2-hydroxy-4-isopropyl benzoate 
• 100-39-0 benzyl bromide 
• 2150-47-2 methyl 2,4-dihydroxybenzoate 
• 89-86-1 4-hydroxysalicylic acid 
• 945745-54-0 methyl 2,4-diisopropyl benzoate 

Downstream Products

• 163618-93-7 methyl 2-hydroxy-4-isopropyl benzoate 
• 1165713-30-3 2-benzyloxy-N,N-diethyl-4-isopropoxybenzamide 

Relevant academic research and scientific papers

Factors affecting orthogonality in the deprotection of 2,4-di-protected aromatic ethers employing solid-supported acids

Selective deprotection of aromatic ethers bearing two protecting groups on the same aromatic ring by solid-supported acids (Amberlyst-15 and PTS-Si) was systematically investigated. ortho-Directing protonation by the carbonyl group as well as carbocation stability and quenching are the important determining factors for the orthogonal deprotection process. Stablilized carbocations (e.g., those from the MOM and PMB groups) could be removed with high selectivity.

Solid-supported acids as mild and versatile reagents for the deprotection of aromatic ethers

Equation Presented p-Toluene sulfonic acid (p-TsOH) immobilized either on polystyrene (PS) or silica (Si) was found to be effective in cleaving aromatic ethers containing isopropyl, tert-butyl, allyl, and benzyl groups, as well as mono-, di-, and trimethoxylated benzyl groups, in moderate to excellent yields (54-95%). These protecting groups could be selectively deprotected when they were simultaneously present on the same or different aromatic rings in a substrate.