112450-15-4

Upstream product

• 591-51-5 phenyllithium 
• 30169-46-1 3,4,4-trimethyl-5-phenyl-4H-pyrazole 
• 917-54-4 methyllithium 
• 30169-45-0 4,4-dimethyl-3,5-diphenyl-4H-pyrazole 
• 41169-42-0 2,2-dimethyl-1,3-diphenylpropane-1,3-dione 
• 3815-34-7 2,2-dimethyl-1-phenyl-1,3-butanedione 

Downstream Products

• 138609-30-0 Acetic acid (3S,5S)-4,4,5-trimethyl-3,5-diphenyl-4,5-dihydro-3H-pyrazol-3-yl ester 
• 137363-38-3 (3S,5S)-4,4,5-Trimethyl-3,5-diphenyl-4,5-dihydro-3H-pyrazol-3-yl-hydroperoxide 
• 112450-13-2 3,4,4-trimethyl-4,5-dihydro-5-hydroperoxy-3,5-diphenyl-3H-pyrazoles 
• 127958-32-1 Phenyl-(4,4,5-trimethyl-3,5-diphenyl-4,5-dihydro-pyrazol-1-yl)-methanone 
• 127958-33-2 4,4,5-Trimethyl-3,5-diphenyl-4,5-dihydro-pyrazole-1-carboxylic acid methyl ester 
• 138609-39-9 1-methoxy-2,3,3-trimethyl-1,2-diphenylcyclopropane 
• 138609-36-6 cis-1-acetoxy-2,3,3-trimethyl-1,2-diphenylcyclopropane 
• 138609-36-6 trans-1-acetoxy-2,3,3-trimethyl-1,2-diphenylcyclopropane 
• 112450-10-9 3,4,4-trimethyl-4,5-dihydro-5-hydroxy-3,5-diphenyl-3H-pyrazole 
• 112450-10-9 (3S,5S)-4,4,5-Trimethyl-3,5-diphenyl-4,5-dihydro-3H-pyrazol-3-ol 

Relevant academic research and scientific papers

Synthesis of 4,4-Dimethyl-3,4-dihydro-3,3,5-trisubstituted-2H-pyrazoles and N-Benzoyl Derivatives: Method for "Hydrolysis" of Unreactive Amides and Carbamates

Addition of organolithium reagents to 4,4-dimethyl-3,5-disubstituted-4H-pyrazoles produced a series of 4,4-dimethyl-3,4-dihydro-3,3,5-trisubstituted-2H-pyrazoles, 2-6, in good yield.The reaction was stereoselective: addition of organolithium compounds occurred only to carbon-3 of 4,4-dimethyl-3-alkyl-5-aryl-4H-pyrazoles.The 3,4-dihydro-2H-pyrazoles were found to be of high sensitivity to oxygen.For long term storage and ease of handling, N-benzoyl derivatives were synthesized.Removal of protecting group could not be accomplished by use of many standard sets of conditions.Deprotection was accomplished in high yield by reaction of the N-benzoyl-4,4-dimethyl-3,4-dihydro-3,3,5-trisubstituted-2H-pyrazoles with anhydrous potassium t-butoxide in toluene in the presence of a phase transfer catalyst (18-Crown-6).Cleavage of a N-carbamate derivative was also achieved by this phase transfer approach.This methodology should be applicable to the hydrolysis of unreactive amides and carbamates in general.

OXYGEN-ATOM TRANSFER REAGENTS: NEW, REACTIVE α-AZOHYDROPEROXIDES

3,4,4-Trimethyl-4,5-dihydro-5-hydroperoxy-3,5-diaryl-3H-pyrazoles, synthesized by autoxidation of the corresponding 3,4-dihydro-2H-pyrazoles, are a new type of cyclic α-azohydroperoxide which is of high reactivity in oxygen-atom transfer chemistry.