199388-01-7

Upstream product

• 30778-86-0 1-methoxy-3-tetrahydropyran-2-yloxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 110-87-2 3,4-dihydro-2H-pyran 
• 142-68-7 TETRAHYDROPYRANE 
• 700-44-7 6-methoxysalicylaldehyde 
• 150-19-6 O-methylresorcine 

Downstream Products

• 199388-05-1 4-(2-Formyl-3-methoxy-phenoxymethyl)-benzoic acid methyl ester 
• 664324-22-5 methyl 4-((2-formyl-3-hydroxyphenoxy)methyl)benzoate 
• 84290-27-7 4-(2-formyl-3-hydroxyphenoxymethyl)benzoic acid 
• 387-46-2 2,6-dihydroxybenzaldehyde 
• 700-44-7 6-methoxysalicylaldehyde 

Relevant academic research and scientific papers

Copper-catalyzed selective C-O bond formation by oxidative α-C(sp3)-H/O-H coupling between ethers and salicylaldehydes

Copper-catalyzed oxidative coupling of ethers and salicylaldehydes, via the direct α-C(sp3)-H bond functionalization of ethers in the presence tert-butyl hydroperoxide as an oxidant has been explored. The corresponding acetals were selectively

Iron-catalyzed oxidative direct α-C-H bond functionalization of cyclic ethers: Selective C-O bond formation in the presence of a labile aldehyde group

Iron catalyzed oxidative coupling of salicylaldehydes with cyclic ethers proceeded through the direct α-C-H functionalization of ethers, forming the corresponding acetals in moderate to excellent yields. This is the first example of iron catalyzed selective C-O bond formation in the presence of a sensitive aldehyde moiety.

Regioselective synthesis of 6-substituted 2-hydroxybenzaldehyde: Efficient synthesis of the immunomodulator tucaresol and related analogues

Two new improved procedures have been developed for the preparation of the immunostimulant tucaresol 1 [4-(2-formyl-3-hydroxyphenoxymethyl)benzoic acid]. These approaches, which start from resorcinol or 2,6-dimethoxybenzaldehyde, are practical and therefore amenable to scale-up. In the case of the second approach, the multi-step synthesis reported in the literature has been reduced to three steps. Furthermore, unlike the reported method, our synthesis is versatile for the preparation of tucaresol analogues. The method is general and applicable for the preparation of 6-substituted 2-hydroxybenzaldehydes.