479423-39-7

Usage

Uses

Used in Organic Synthesis:
Carbamic acid, [(4-methylphenyl)methylene]-, 1,1-dimethylethyl ester (9CI) is used as a reagent in organic synthesis for its ability to participate in various chemical reactions. Its high boiling point and reactivity make it suitable for use in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, Carbamic acid, [(4-methylphenyl)methylene]-, 1,1-dimethylethyl ester (9CI) serves as an intermediate in the development of new drugs. Its unique structure and reactivity allow it to be incorporated into the synthesis of potential pharmaceutical agents, contributing to the discovery of novel therapeutics.
Used in Agricultural Industry:
Due to its potential applications, Carbamic acid, [(4-methylphenyl)methylene]-, 1,1-dimethylethyl ester (9CI) may also find use in the agricultural industry. Its structural properties and reactivity could be harnessed for the development of new agrochemicals or as a component in existing formulations.
Used in Pharmaceutical Industry:
Carbamic acid, [(4-methylphenyl)methylene]-, 1,1-dimethylethyl ester (9CI)'s potential applications extend to the pharmaceutical industry, where it could be utilized in the synthesis of new drugs or as a component in existing pharmaceutical formulations. Its unique structural properties and reactivity make it a valuable asset in drug development.
It is important to handle and use Carbamic acid, [(4-methylphenyl)methylene]-, 1,1-dimethylethyl ester (9CI) with caution due to its potential hazards and toxicity. Proper safety measures should be taken to minimize risks during its use in various applications.

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 4248-19-5 tert-butyl carbazate 
• 479423-27-3 tert-butyl (phenylsulfonyl(p-tolyl)methyl)carbamate 
• 365441-83-4 tert-butyl (p-tolyl(tosyl)methyl)carbamate 

Downstream Products

• 442521-15-5 {5-(4-bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-2-methyl-3-oxo-1-p-tolyl-pentyl}-carbamic acid tert-butyl ester 
• 1039201-63-2 tert-butyl (1R,2S)-2-nitro-1-p-tolylpropylcarbamate 
• 1073903-10-2 (2R,3S)-1-(t-butoxycarbonyl)-N-phenyl-3-(4-tolyl)aziridine-2-carboxamide 
• 1043872-95-2 C₃₃H₃₈N₂O₅ 
• 1043959-22-3 diethyl (1S)-1-[(R)-(tert-butoxycarbonylamino)(p-tolyl)methyl]-2-oxocyclopentanephosphonate 
• 1027769-25-0 C₁₅H₂₁NO₃ 
• 1152166-54-5 di-tert-butyl ((1S,3S)-2-formyl-1,3-diphenylpropane-1,3-diyl)dicarbamate 
• 1152166-55-6 tert-butyl-(1S,3S)-2-formyl-1,3-di-p-tolylpropane-1,3-diyldicarbamate 

Relevant academic research and scientific papers

Enantioselective Construction of Sulfur-Containing Tetrasubstituted Stereocenters via Asymmetric Functionalizations of α-Sulfanyl Cyclic Ketones

Asymmetric functionalizations of α-sulfanyl cyclic ketones were realized via chiral phosphoric acid catalyzed enantioselective addition reactions with aldimines, azodicarboxylates and allenamides. A series of chiral organosulfur compounds possessing sulfur-containing tetrasubstituted stereocenters were accessed via these methods, with excellent regioselectivities and high stereoselectivities. (Figure presented.).

γ-Selective Vinylogous Aza-Morita-Baylis-Hillman Reaction with N -Carbamoylimines

Vinylogous aza-Morita-Baylis-Hillman (aza-MBH) reactions of a vinylcyclopentenone with N -Boc imines provide the corresponding γ-adducts in high regioselectivity (10 examples). While the corresponding reactions with N -Ts imines give the α-adducts and γ-a

Silver-Catalyzed Enantioselective Mannich Reaction of Diazoacetate Esters with N-Boc Aldimines

The highly enantioselective Mannich reaction of diazoacetate esters with N-Boc aldimines catalyzed by silver(I) triflate in the presence of (R)-DM-SEGPHOS is reported. The reaction is broad in scope with respect to the (hetero)aromatic aldehyde-derived al

Two Distinct Ag(I)- And Au(I)-Catalyzed Olefinations between α-Diazo Esters and N-Boc-Derived Imines

Metal-catalyzed reactions between α-diazo esters and imines were well-known to yield aziridine derivatives exclusively. This work reports two new olefination reactions between N-Boc-derived (Boc = tert-Butyloxycarbonyl) imines and α-diazo esters with Ag(I) and Au(I) catalysts, respectively. Our mechanistic studies reveal that these new olefinations involve an initial attack of diazo esters on metal/imine complexes to form Mannich-addition intermediates, which subsequently afford α-aryl-β-aminoacrylates via a Roskamp reaction, or to form β-aryl-β-aminoacrylates via the formation of silver carbenes.

Direct enantioselective Mannich reactions of α-azido cyclic ketones: Asymmetric construction of chiral azides possessing an α-quaternary stereocenter

Direct enantioselective Mannich reactions of α-azido cyclic ketones with aldimines are realized through chiral phosphoric acid catalysis, which generate chiral azides possessing an α-quanternary stereocenter with complete regioselectivities and high diast

Direct Catalytic Asymmetric Mannich-Type Reaction en Route to α-Hydroxy-β-amino Acid Derivatives

A direct catalytic Mannich-type reaction of α-oxygen-functionalized amides was achieved. The use of 7-azaindoline amide was crucial to facilitate direct enolization and subsequent stereoselective addition to imines in a cooperative catalytic system comprising a soft Lewis acid and Br?nsted base. The operationally simple room-temperature protocol furnished a syn-Mannich adduct with high stereoselectivity. Divergent functional group transformation of the amide moiety of the product allowed for expeditious access to enantioenriched syn-configured α-hydroxy-β-amino carboxylic acid derivatives, highlighting the synthetic utility of the present catalysis.

Copper-catalyzed borylative coupling of vinylazaarenes and N-Boc imines

Cu-catalyzed three-component couplings of vinylazaarenes, B2(pin)2, and N-Boc imines are described. Oxidation of the initially formed boronate gives azaarene-containing, Boc-protected amino alcohols with reasonable to good diastereoselectivities.

Efficient synthesis of α-(N-Boc)aminoamides by addition of a carbamoylsilane to N-Boc-imines

N,N-Dimethylcarbamoyl(trimethyl)silane reacted with N-Boc-imines in anhydrous benzene under catalysts-free conditions to afford N-Boc-protected α-amino amides in good yields (72-89%). The electronic property and the steric hindrance of substituent on the N-Boc-imines affected the reaction.

Enantioselective copper-catalyzed reductive coupling of vinylazaarenes with n -boc aldimines

The diastereo- and enantioselective reductive coupling of vinylazaarenes with N-Boc aldimines is described. The reactions proceed using chiral copper-bisphosphine complexes in the presence of TMDS as a hydride source to give reductive coupling products in moderate to high enantioselectivities.

Copper(I)-Catalyzed Asymmetric Pinacolboryl Addition of N-Boc-imines Using a Chiral Sulfoxide - Phosphine Ligand

Highly efficient and enantioselective copper(I)-catalyzed pinacolboryl addition of N-Boc-imines is reported. By using a single chiral sulfoxide-(dialkyl)phosphine (SOP) ligand, both enantiomeric isomers of α-amino boronic esters were obtained through an achiral counteranion switch.