84290-27-7

Basic information

• Product Name: tucaresol
• Synonyms: tucaresol;4-[(2-FORMYL-3-HYDROXYPHENOXY)METHYL]-BENZOIC ACID
• CAS NO: 84290-27-7
• Molecular Formula: C15H12O5
• Molecular Weight: 272.255
• Mol File: 84290-27-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 495°C at 760 mmHg
• Flash Point: 189.3°C
• Appearance: /
• Density: 1.383g/cm³
• Vapor Pressure: 1.3E-10mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: tucaresol(CAS DataBase Reference)
• NIST Chemistry Reference: tucaresol(84290-27-7)
• EPA Substance Registry System: tucaresol(84290-27-7)

Safety Data

• Hazardous Substances Data: 84290-27-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H12O5/c16-8-12-13(17)2-1-3-14(12)20-9-10-4-6-11(7-5-10)15(18)19/h1-8,17H,9H2,(H,18,19)

Upstream product

• 664324-22-5 methyl 4-((2-formyl-3-hydroxyphenoxy)methyl)benzoate 
• 700-44-7 6-methoxysalicylaldehyde 
• 150-19-6 O-methylresorcine 
• 30778-86-0 1-methoxy-3-tetrahydropyran-2-yloxybenzene 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 387-46-2 2,6-dihydroxybenzaldehyde 
• 18066-10-9 3-methoxymethyloxyphenol 
• 155351-64-7 3-(methoxymethoxy)phenyl 2-tetrahydropyranyl ether 
• 84290-49-3 2-hydroxy-6-(methoxymethoxy)benzaldehyde 
• 199388-01-7 2-methoxy-6-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde 
• 199388-03-9 6-Methoxymethoxy-2-tetrahydropyran-2-yloxybenzaldehyde 
• 199388-07-3 4-(2-Formyl-3-methoxymethoxy-phenoxymethyl)-benzoic acid methyl ester 
• 108-46-3 recorcinol 
• 3392-97-0 2,6-dimethoxybenzaldehyde 

Relevant articles and documents

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.