183206-51-1

Basic information

• Product Name: tert-butyl benzyl(cyclopropyl)carbamate
• Synonyms: tert-butyl benzyl(cyclopropyl)carbamate
• CAS NO: 183206-51-1
• Molecular Weight: 247.337
• Mol File: 183206-51-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl benzyl(cyclopropyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl benzyl(cyclopropyl)carbamate(183206-51-1)
• EPA Substance Registry System: tert-butyl benzyl(cyclopropyl)carbamate(183206-51-1)

Safety Data

• Hazardous Substances Data: 183206-51-1(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 100-39-0 benzyl bromide 
• 132844-48-5 Cyclopropylcarbamic acid t-butyl ester 

Downstream Products

• 183206-61-3 (4-Chloro-1-ethyl-1-phenyl-butyl)-cyclopropyl-carbamic acid tert-butyl ester 
• 183206-53-3 Cyclopropyl-(1-phenyl-propyl)-carbamic acid tert-butyl ester 

Relevant articles and documents

1,3-Difunctionalization of Aminocyclopropanes via Dielectrophilic Intermediates

We report an oxidative ring-opening strategy to transform acyl, sulfonyl or carbamate protected aminocyclopropanes into 1,3-dielectrophilic carbon intermediates bearing a halide atom (Br, I) and a N,O-acetal. Replacing the alkoxy group of the N,O-acetal can be achieved under acidic conditions through an elimination–addition pathway, while substitution of the halides by nucleophiles can be done under basic conditions through a SN2 pathway, generating a wide range of 1,3-difunctionalized propylamines. A proof of concept for asymmetric induction was realized using a chiral phosphoric acid (CPA) as catalyst, highlighting the potential of the method in enantioselective synthesis of important building blocks.