81616-14-0

Basic information

• Product Name: Carbamic acid, methyl(phenylmethyl)-, 1,1-dimethylethyl ester
• CAS NO: 81616-14-0
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• Mol File: 81616-14-0.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Carbamic acid, methyl(phenylmethyl)-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, methyl(phenylmethyl)-, 1,1-dimethylethyl ester(81616-14-0)
• EPA Substance Registry System: Carbamic acid, methyl(phenylmethyl)-, 1,1-dimethylethyl ester(81616-14-0)

Safety Data

• Hazardous Substances Data: 81616-14-0(Hazardous Substances Data)

Upstream product

• 81616-10-6 tert-butyl α-methoxyvinyl carbonate 
• 103-67-3 benzyl-methyl-amine 
• 104272-94-8 t-butyl S-3,6-diethylpyrazin-2-ylthiolcarbonate 
• 104272-91-5 2-t-butoxycarbonyloxy-3,6-diethylpyrazine 
• 104272-92-6 2-t-butoxycarbonyloxy-3,6-diisopropylpyrazine 
• 104272-95-9 t-butyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate 
• 104272-93-7 2-t-butoxycarbonyloxy-3,6-diisobutylpyrazine 
• 104272-96-0 t-butyl S-3,6-diisobutylpyrazin-2-ylthiolcarbonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 591-50-4 iodobenzene 
• 7541-17-5 tert-butyl N,N-dimethylcarbamate 
• 250296-58-3 N-tert-Butoxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide 
• 7227-91-0 3,3-dimethyl-1-phenyltriazene 
• 42116-44-9 N-tert-butoxycarbonylbenzylamine 

Downstream Products

• 30925-08-7 (S)-1-(N-tert-butoxycarbonyl-N-methylamino)-1-phenylacetic acid 
• 76315-01-0 N-benzyl-N-(tert-butoxycarbonyl)glycine 
• 30925-12-3 (R)-1-(N-tert-butoxycarbonyl-N-methylamino)-1-phenylacetic acid 
• 173278-27-8 (R)-N-<(tert-butyoxy)carbonyl>-N-methyl-1-phenylethylamine 
• 173278-25-6 tert-butyl (S)-methyl(1-phenylethyl)carbamate 
• 16066-84-5 N-(tert-butoxycarbonyl)methylamine 
• 34577-40-7 3-benzyl-3-pentanol 
• 462655-29-4 (S)-3-Benzylamino-2-phenyl-propionic acid methyl ester 

Relevant articles and documents

Efficient synthesis of allylic amines from α-aminoalkyl cuprates and enol triflates

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Sustainable Route Toward N-Boc Amines: AuCl3/CuI-Catalyzed N-tert-butyloxycarbonylation of Amines at Room Temperature

N-tert-butoxycarbonyl (N-Boc) amines are useful intermediates in synthetic/medicinal chemistry. Traditionally, they are prepared via an indirect phosgene route with poor atom economy. Herein, a step- and atom-economic synthesis of N-Boc amines from amines, t-butanol, and CO was reported at room temperature. Notably, this N-tert-butyloxycarbonylation procedure utilized ready-made substrates, commercially available AuCl3/CuI as catalysts, and O2 from air as the sole oxidant. This catalytic system provided unique selectivity for N-Boc amines in good yields. More significantly, gram-scale preparation of medicinally important N-Boc amine intermediates was successfully implement, which demonstrated a potential application prospect in industrial syntheses. Furthermore, this approach also showed good compatibility with tertiary and other useful alcohols. Investigations of the mechanisms revealed that gold catalyzed the reaction and copper acted as electron transfer mediator in the catalytic cycle.

Hydrosilane-Promoted Facile Deprotection of tert-Butyl Groups in Esters, Ethers, Carbonates, and Carbamates

Combination of PdCl2 with 1,1,3,3-tetramethyldisiloxane in the presence of activated carbon was found to be an effective catalyst system for the cleavage reaction of C?O bond of O?t-Bu moieties. The present catalytic reaction offers a practical method for the deprotection of tert-butyl esters, tert-butyl ethers, O-Boc, and N-Boc derivatives under mild conditions. The addition of activated carbon in the reaction mixture was proved to be crucial for not only sustaining the catalytic activity but also trapping the palladium species after the reaction. (Figure presented.).