23093-13-2

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 2,6-bis(1,1-dimethylethyl)-4-(ethoxymethylene)-
• CAS NO: 23093-13-2
• Molecular Formula: C17H26O2
• Molecular Weight: 262.392
• Mol File: 23093-13-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 2,6-bis(1,1-dimethylethyl)-4-(ethoxymethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 2,6-bis(1,1-dimethylethyl)-4-(ethoxymethylene)-(23093-13-2)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 2,6-bis(1,1-dimethylethyl)-4-(ethoxymethylene)-(23093-13-2)

Safety Data

• Hazardous Substances Data: 23093-13-2(Hazardous Substances Data)

Upstream product

• 3080-84-0 2,6-di-tert-butyl-4-ethoxymethylphenol 
• 122-51-0 orthoformic acid triethyl ester 
• 1620-98-0 3,5-di-t-butyl-4-hydroxybenzaldehyde 
• 857861-29-1 2,6-di-tert-butyl-4-diethoxymethyl-phenol 

Relevant articles and documents

Highly E-selective and effective synthesis of antiarthritic drug candidate S-2474 using quinone methide derivatives

We have developed an efficient and E-selective synthesis of an antiarthritic drug candidate (E)-(5)-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-ethyl- 1,2-isothiazolidine-1,1-dioxide (S-2474; 1), in which α-methoxy-p-quinone methide is used as a key intermediate. α-Methoxy-p-quinone methide was revealed to be an equivalent to a p-hydroxy protected benzaldehyde. It reacts smoothly with α-sulfonyl carbanion to give 1,6-addition intermediates, which can be further processed to provide S-2474 directly in the presence of a base. This procedure gives S-2474 as an almost single isomer on the benzylidene double bond in excellent yield and thus is a very practical method adaptable to large-scale synthesis. The detailed mechanistic aspects are studied and discussed.