848574-60-7

Usage

InChI:InChI=1S/C12H14O4/c1-15-12(14)9-4-5-10(13)11(6-9)16-7-8-2-3-8/h4-6,8,13H,2-3,7H2,1H3

Upstream product

• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 67-56-1 methanol 
• 1243391-44-7 3-(cyclopropylmethoxy)-4-hydroxybenzoic acid 
• 58123-77-6 3-hydroxy-4-iodobenzoic acid 
• 157942-12-6 methyl 3-hydroxy-4-iodobenzoate 
• 1392191-29-5 methyl 3-(cyclopropylmethoxy)-4-iodobenzoate 
• 14399-53-2 bis(iodomethyl)zinc 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 4049-39-2 4-benzyloxy-3-hydroxy-benzaldehyde 
• 1381886-14-1 4-(benzyloxy)-3-(cyclopropylmethoxy)benzaldehyde 
• 1255707-31-3 4-(benzyloxy)-3-(cyclopropylmethoxy)benzoic acid 
• 1255707-32-4 4-benzyloxy-3-cyclopropylmethoxybenzoic acid methyl ester 

Downstream Products

• 1421708-61-3 C₂₅H₂₇FO₈ 
• 1421708-62-4 C₃₇H₄₀O₁₂ 

Relevant academic research and scientific papers

Synergistic Photo-Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides with Molecular Oxygen

Photoredox-mediated copper-catalyzed hydroxylation of (hetero)aryl halides (including chlorides, bromides, and iodides) with O2 at room temperature has been developed. Preliminary mechanistic studies indicate no arylcopper intermediate and that aryl radicals are involved in this procedure. 18O-labeling experiments confirm the hydroxyl oxygen atom originated from molecular oxygen.

A treatment of chronic obstructive pulmonary disease medicine Roflumilast process for the preparation of intermediates

The invention belongs to the field of pharmaceutical synthesis, and specifically relates to a preparation method of an intermediate of an anti-asthma medicine of roflumilast. According to the method, an impurity compound 3,4-2(Cyclopropylmethoxy) methyl b

Intermediates for preparing roflumilast 3-cyclopropyl-methoxy-4-difluoro methoxybenzoic acid

The invention discloses a preparation method of roflumilast intermediate 3-cyclopropyl methoxyl-4-(difluoromethoxy)benzoic acid. A raw material of 3-hydroxy-4-benzyloxy benzaldehyde is subjected to 3-hydroxy cyclopropane methylation to convert aldehyde group to methyl carboxylate; then the material is subjected to catalytic hydrogenation to remove 4-benzyl group and subjected to difluoro methoxylation; and then the reaction product is hydrolyzed to obtain the 3-cyclopropyl methoxyl-4-(difluoromethoxy)benzoic acid. The method has the advantages of simple operation, mild reaction conditions and high regioselectivity, and is suitable for industrialized production.

1-PHENYL-2-PYRIDINYL ALKYL ALCOHOL DERIVATIVES AS PHOSPHODIESTERASE INHIBITORS

Compounds of formula (I) described herein are inhibitors of the phosphodiesterase 4 (PDE4) enzyme and are useful for the prevention and/or treatment of an allergic disease state or a disease of the respiratory tract characterized by airway obstruction.

Synergistic effect of additives on cyclopropanation of olefins

An efficient cyclopropanation of olefins with Zn(CH2I) 2, a catalytic amount of CCl3CO2H, and 1,2-dimethoxyethane at room temperature is described. A wide variety of olefins, including acid-sensitive substrates,

A new route to Roflumilast via copper-catalyzed hydroxylation

A new route to Roflumilast, a selective phosphodiesterase type 4 (PDE 4) inhibitor, is described. The synthetic procedure starts from 4-hydroxy-3-iodobenzoic acid to access the key intermediate 3- (cyclopropylmethoxy)-4-(difluoromethoxy)benzoic acid via copper-catalyzed hydroxylation and utilizes amide coupling to accomplish the synthesis of Roflumilast in 80% overall yield. Georg Thieme Verlag KG Stuttgart · New York.

PROCESS FOR THE PREPARATION OF ROFLUMILAST

The present invention relates to a process for the preparation of 3-cyclopropylmethoxy-4-difluromethoxy benzoic acid of structural Formula I, and to the use of this compound as an intermediate for the preparation of roflumilast.