59255-66-2

Basic information

• Product Name: tert-butyl 4-ethoxyphenylcarbamate
• Synonyms: tert-butyl 4-ethoxyphenylcarbamate
• CAS NO: 59255-66-2
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.29486
• Mol File: 59255-66-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-butyl 4-ethoxyphenylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-ethoxyphenylcarbamate(59255-66-2)
• EPA Substance Registry System: tert-butyl 4-ethoxyphenylcarbamate(59255-66-2)

Safety Data

• Hazardous Substances Data: 59255-66-2(Hazardous Substances Data)

Upstream product

• 32459-62-4 4-ethoxyphenyl isocyanate 
• 75-65-0 tert-butyl alcohol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 156-43-4 4-Ethoxyaniline 
• 39943-51-6 4-ethoxyphenyl hydrazine 
• 588-52-3 4,4'-diethoxyazoxybenzene 

Downstream Products

• 835873-11-5 (4-ethoxy-2-iodophenyl)carbamic acid tert-butyl ester 
• 885-81-4 N-(4-ethoxy-2-nitrophenyl)acetamide 
• 164025-47-2 5-ethoxyisatoic anhydride 
• 68701-14-4 5-ethoxy-anthranilic acid 
• 188001-47-0 methyl 4-(4-methoxyphenyl)1,2-dihydro-6-ethoxy-1-(2,5-dimethoxybenzyl)-2-oxoquinoline-3-carboxylate 
• 195244-90-7 N-[4-Ethoxy-2-(4-methoxy-benzoyl)-phenyl]-malonamic acid methyl ester 
• 195244-91-8 6-Ethoxy-4-(4-methoxy-phenyl)-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid methyl ester 
• 195244-88-3 [4-Ethoxy-2-(4-methoxy-benzoyl)-phenyl]-carbamic acid tert-butyl ester 
• 195244-89-4 (2-Amino-5-ethoxy-phenyl)-(4-methoxy-phenyl)-methanone 
• 835873-14-8 (4-ethoxy-2-iodophenyl)-(4-trityloxybenzoyl)carbamic acid tert-butyl ester 
• 835873-12-6 [4-(tert-butyldimethylsilanyloxy)-benzoyl]-(4-ethoxy-2-iodophenyl)carbamic acid tert-butyl ester 
• 835873-13-7 (4-ethoxy-2-iodophenyl)-(4-hydroxybenzoyl)carbamic acid tert-butyl ester 

Relevant articles and documents

Base-Mediated Generation of Ketenimines from Ynamides: [3+2] Annulation with Azaallyl Anions

Under basic conditions and heat, ynamides can serve as precursors to ketenimines, whose synthetic potential is often hampered by their difficulty of access. Herein, we report that they can undergo a [3+2] cycloaddition with 2-azaallyl anions, obtained from benzylimines under the same reaction conditions. This reaction between two highly reactive intermediates, both generated in situ from bench stable starting materials, gives access to various nitrogen-rich heterocycles. The reaction usually proceeds with excellent diastereoselectivity, in favor of the cis adduct. Deuteration experiments and DFT calculations helped rationalize the regio- and stereoselectivity of the process as well as the formation of side products. (Figure presented.).

Axially chiral dicarboxylic acid catalyzed activation of quinone imine ketals: Enantioselective arylation of enecarbamates

The synthetic utility of quinone imine ketals in the context of asymmetric catalysis was disclosed for the first time. By expanding the utility of chiral Bronsted acid catalysis to the electrophilic activation of quinone imine ketals, we succeeded in the development of highly enantioselective arylation of encarbamates to give α-amino-β-aryl ethers wherein quinone imine ketals act as functionalized aromatic ring surrogate. Further transformations of the products were also examined to establish procedures to provide chiral β-aryl amines and α-aryl esters.

Unprecedented direct conversion of N-N and N=N bonds to N-(tert-butyloxy)carbamates

For the first time a one step direct conversion of aromatic hydrazines and azo compounds to N-(tert-butoxycarbonyl) amines is achieved via reductive cleavage of N-N and N=N bonds using the inexpensive and safe hydride source polymethylhydrosiloxane (PMHS) and di-tert-butyl dicarbonate [(Boc)2O] in the presence of a catalytic amount of 10% Pd-C.