76926-67-5

Upstream product

• 616-38-6 carbonic acid dimethyl ester 
• 618-36-0 rac-methylbenzylamine 
• 74-88-4 methyl iodide 
• 98-85-1 1-Phenylethanol 
• 598-55-0 methyl carbamate 
• 100-41-4 ethylbenzene 
• 67-56-1 methanol 
• 79-22-1 methyl chloroformate 
• 623-42-7 butanoic acid methyl ester 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1035813-57-0 C₁₁H₁₈NP 
• 32366-25-9 1-azidoethylbenzene 
• 98-86-2 acetophenone 

Downstream Products

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 67-56-1 methanol 
• 618-36-0 rac-methylbenzylamine 

Relevant academic research and scientific papers

Urethanes synthesis from oxamic acids under electrochemical conditions

Urethane synthesis via oxidative decarboxylation of oxamic acids under mild electrochemical conditions is reported. This simple phosgene-free route to urethanes involves an in situ generation of isocyanates by anodic oxidation of oxamic acids in an alcoholic medium. The reaction is applicable to a wide range of oxamic acids, including chiral ones, and alcohols furnishing the desired urethanes in a one-pot process without the use of a chemical oxidant.

Copper-catalyzed oxidative benzylic C(sp3)-H amination: Direct synthesis of benzylic carbamates

A new efficient strategy to access benzylic carbamates through C-H activation is reported. The use of a catalytic amount of a Cu(i)/diimine ligand in combination with NFSI ((PhSO2)2NF) or F-TEDA-PF6 as oxidants and H2NCO2R as an amine source directly leads to the C-N bond formation at the benzylic position. The mild reaction conditions and the broad substrate scope make this transformation a useful method for the late-stage incorporation of a ubiquitous carbamate fragment onto hydrocarbons. This journal is

Dynamic kinetic resolution of amines by using palladium nanoparticles confined inside the cages of amine-modified MIL-101 and lipase

Dynamic kinetic resolution (DKR) of amines is an important strategy for the synthesis of chiral drugs and their building blocks; however, improving the matchability of metal-catalyzed racemization and enzymatic resolution is still a task. In this paper, P

L-Proline-TBAB-catalyzed phosgene free synthesis of methyl carbamates from amines and dimethyl carbonate

The reaction of amines and dimethyl carbonate (DMC) in the presence of catalytic amounts of l-proline and tetrabutylammonium bromide (TBAB) afforded methyl carbamates in good to excellent yields under mild conditions. The presence of both l-proline and TBAB co-catalysts is vital for this transformation.

Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography

Efficient self-disproportionation of enantiomers of several non-racemic chiral amines was achieved through conversion to N-acetamides and subsequent MPLC using an achiral column. The MPLC of these non-racemic N-acetamide derivatives gave the chart having a clear boundary between two fractions. Thus, in the less polar fraction, remarkable enantiomer enrichment was observed (>99%ee), while the ee of more polar fraction was considerably reduced. The magnitude of the enantiomer enrichments and depletions strongly depended on substituent on the amino group.

Aluminum triflate as a powerful catalyst for direct amination of alcohols, including electron-withdrawing group-substituted benzhydrols

Direct aminations of allylic alcohols, benzylic alcohols, and benzhydrols with electron-withdrawing (F, Br, I, NO2, or CN) substituents were efficiently catalyzed by aluminum triflate [Al(OTf)3] to afford the corresponding biarylamines in high yield, and the dibromo-substituted product was further transformed into letrozole. Copyright

Indium-catalyzed reaction for the synthesis of carbamates and carbonates: selective protection of amino groups

We developed a simple, efficient, and selective method for preparing organic carbamates and carbonates using a catalytic amount of indium. A wide range of carbamates and carbonates were synthesized in high yields. The method is also applicable to the selective protection of amino groups under mild conditions.

Studies on the bisoxazoline- and (-)-sparteine-mediated enantioselective addition of organolithium reagents to imines

The enantioselective addition of organolithium reagents to N-anisylaldimines promoted by chiral bisoxazolines and (-)-sparteine as external ligands is described. This reaction proceeds readily with a wide range of aldimine substrates (aliphatic, aromatic, olefinic) and organolithium nucleophiles (Me, n-Bu, Ph, vinyl) in excellent yields (81-99%) and with high enantioselectivities (up to 97:3.0 er). The external ligands can be used in substoichiometric amounts albeit with slightly attenuated enantioselectivities. A systematic evaluation of the structural features of the bisoxazolines revealed a primary contribution from the substituent at C(4) and a secondary influence from the bridging substituents. A computational analysis (PM3) provided a clear rationalization for the origin of enantioselectivity.

Mild and convenient synthesis of organic carbamates from amines and carbon dioxide using tetraethylammonium superoxide

A safe and simple method of preparing organic carbamates has been achieved from amines and carbon dioxide using tetraethylammonium superoxide generated in situ. Copyright Taylor & Francis Group, LLC.

Carbamate synthesis from amines and dimethyl carbonate under ytterbium triflate catalysis

A facile synthesis of carbamates from amines and dimethyl carbonate has been achieved using ytterbium triflate as catalyst.