359868-65-8

Upstream product

• 19009-39-3 N,N-diisopropylcarbamoyl chloride 
• 98-86-2 acetophenone 
• 145167-88-0 N,N-diisopropyl carbamic acid (1-phenylethyl) ester 

Downstream Products

• 133038-72-9 (R)-N,N-diisopropyl O-(1-phenyl)ethylcarbamate 
• 1147090-63-8 2-(N-3,4-dimethoxyphenethyl-N-methylamino)-1-phenylethyl N',N'-diisopropylcarbamate 
• 1147090-58-1 2-(N-(3,4-dimethoxybenzyl)-N-methylamino)-1-phenylethyl N',N'-diisopropylcarbamate 
• 1147090-56-9 2-(N-benzyl-N-methylamino)-1-phenylethyl N',N'-diisopropylcarbamate 
• 1147090-61-6 2-(N-methyl-N-(2-phenylethyl)amino)-1-phenylethyl N',N'-diisopropylcarbamate 

Relevant academic research and scientific papers

Direct syntheses of 4-aryl-1,2,3,4-tetrahydroisoquinolines and 1-aryl-2,3,4,5-tetrahydro-3-benzoazepines via hydroamination of enol carbamates

An efficient and simple procedure for the syntheses of 4-aryl-1,2,3,4-tetrahydroisoquinolines and 1-aryl-2,3,4,5-tetrahydro-3-benzoazepines has been developed. The approach uses easily available starting materials and requires just three steps. The hydroamination of an enol carbamate is the key step. This general and direct method has been applied to the total synthesis of the natural alkaloid cherylline and to biologically active 3-benzoazepines as well.

Microwave-assisted solvent-free synthesis of enol carbamates

An efficient and simple method for the synthesis of enol carbamates by irradiation with microwaves under solvent-free conditions has been developed. The method has been applied to substituted acetophenones, cyclic aryl ketones and α-aryl ketones. Its main advantages are short reaction times, good conversions except for nitro acetophenones, and the environmentally friendly nature of the process. For α-aryl ketones the reaction shows regioselectivity to afford conjugated products. Georg Thieme Verlag Stuttgart.

Enantioselective Rh-catalyzed hydrogenation of enol acetates and enol carbamates with monodentate phosphoramidites

(Chemical Equation Presented) Monodentate phosphoramidites, in particular PipPhos and its octahydro analogue, are excellent ligands for the rhodium-catalyzed asymmetric hydrogenation of aromatic enol acetates, enol carbamates, and 2-dienol carbamates up to 98% ee. These latter substrates were hydrogenated selectively to the carbamates of the allyl alcohol.

Stereoselective intermolecular carbolithiation of open-chain and cyclic 1-Aryl-1-alkenyl N,N-diisopropylcarbamates coupled with electrophilic substitution. Observation of p-carboxylation in a benzyllithium derivative

1-Aryl-1-alkenyl N,N-diisopropylcarbamates (1) are obtained from alkyl aryl ketones and N,N-diisopropylcarbamoyl chloride (CbCl) by heating with excess pyridine. These undergo facile syn-carbolithiation by alkyllithium/diamine and produce configurationally stable lithiated benzyl carbamates, which have been trapped with different electrophiles. If the reaction is carried out in the presence of chiral diamines, such as (-)-sparteine or (-)-α-isosparteine, moderate enantiofacial differentiation is observed.