80737-61-7

Basic information

• Product Name: 1-Methyl-c-2-phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester
• Synonyms: 1-Methyl-c-2-phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester
• CAS NO: 80737-61-7
• Molecular Weight: 278.423
• Mol File: 80737-61-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Methyl-c-2-phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-c-2-phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester(80737-61-7)
• EPA Substance Registry System: 1-Methyl-c-2-phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester(80737-61-7)

Safety Data

• Hazardous Substances Data: 80737-61-7(Hazardous Substances Data)

Upstream product

• 80737-53-7 c-2-Phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester 
• 74-88-4 methyl iodide 
• 80737-54-8 t-2-Phenyl-c-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester 
• 77903-44-7 t-2-Phenyl-c-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 38795-58-3 2-methyl-4-phenylbutyric acid methyl ester 

Relevant articles and documents

Deprotonation and Diastereoselective Alkylation of 2-Siloxy-substituted Methyl Cyclopropane-carboxylates

The title compounds 1-H - 12-H are smoothly deprotonated by lithium diisopropylamide, and the resulting enolates are trapped by alkyl halides in usually excellent yields.The stability of the ester enolates is examined and discussed by means of characteristic cases.The diastereoselectivity of the alkylation is extensively investigated regarding the influence of the cyclopropane substituents and the offered electrophile.Tetrahydrofuran as solvent always provides the trans-configurated products exclusively or with high preference ("syn-oxyphily").In several examples (systems 1, 7, 9) the alkylation therefore occurs in a contrasterical manner.This remarkable phenomenon might be due to the structural peculiarity of cyclopropanecarboxylate enolates which are supposed to be rapidly inverting pyramidal species.The configuration of the products is established by 1H and 13C NMR spectroscopy.