120056-34-0

Basic information

• Product Name: (-)-Methyl 3-hydroxy-1,5-cyclohexadiene-1-carboxylate
• Synonyms: (-)-Methyl 3-hydroxy-1,5-cyclohexadiene-1-carboxylate
• CAS NO: 120056-34-0
• Molecular Weight: 154.166
• Mol File: 120056-34-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-Methyl 3-hydroxy-1,5-cyclohexadiene-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-Methyl 3-hydroxy-1,5-cyclohexadiene-1-carboxylate(120056-34-0)
• EPA Substance Registry System: (-)-Methyl 3-hydroxy-1,5-cyclohexadiene-1-carboxylate(120056-34-0)

Safety Data

• Hazardous Substances Data: 120056-34-0(Hazardous Substances Data)

Upstream product

• 119999-50-7 (-)-Methyl (3α,4β,5α)-3,5-dihydroxy-4-(phenylseleno)-1-cyclohexene-1-carboxylate 
• 106861-61-4 (+)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate 
• 120056-36-2 methyl (3S,5S)-3,5-dihydroxycyclohex-1-enecarboxylate 
• 119999-52-9 (+)-Methyl (3α,5α)-3,5-dihydroxy-1-cyclohexene-1-carboxylate 
• 119999-60-9 (3S,5R)-3-Acetoxy-5-methanesulfonyloxy-cyclohex-1-enecarboxylic acid methyl ester 
• 119999-61-0 (3S,5R)-3-Hydroxy-5-methanesulfonyloxy-cyclohex-1-enecarboxylic acid methyl ester 
• 119999-56-3 methyl (3S,5S)-3,5-di(acetoxy)cyclohex-1-enecarboxylate 
• 119999-53-0 (-)-Methyl (3β,5α)-3-acetoxy-5-hydroxy-1-cyclohexene-1-carboxylate 
• 76985-84-7 (-)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate 
• 119999-54-1 (+)-Methyl (3β,5β)-3-hydroxy-5-(phenylseleno)-1-cyclohexene-1-carboxylate 

Downstream Products

• 106093-26-9 (-)-Dimethyl 4-deshydroxychorismate 
• 119999-57-4 Disodium 4-deshydroxychorismate 
• 532-32-1 sodium benzoate 
• 119999-62-1 (S)-3-[(Dimethoxy-phosphoryl)-methoxycarbonyl-methoxy]-cyclohexa-1,5-dienecarboxylic acid methyl ester 

Relevant articles and documents

Structural Requirements for Catalysis by Chorismate Mutase

The structural requirements for mutase-catalyzed Claisen rearrangement by chorismate mutase-prephenate dehydrogenase from Escherichia coli have been established.The chorismate analogue lacking the carboxyl group at C1 (5) was not a substrate for chorismate mutase.The methyl ether of chorismate was a good substrate for chorismate mutase (kcat/kuncat = 2.0*1E4).The half-lives for Claisen rearrangement and aromatization of 4-deshydroxychorismate (19) in D2O at 30 deg C, pD 7.2, were 3.5 and 8 min, respectively.In the presence of large amounts of enzyme,it was demonstrated that the Claisen rearrangement of enantiomerically pure 19 was accelerated at least 100-fold by chorismate mutase.Data available from other studies have demonstrated that ester 3 is not a substrate for chorismate mutase, and the kcat/kuncat for dihydrochorismate analogue 4 is similar to that for chorismate.These results establish that the only functional groups required on the allyl vinyl ether moiety of chorismate for mutase-catalyzed rearrangement are the two carboxylate groups.