109355-73-9

Upstream product

• 59840-70-9 α-(ethoxycarbonylamino)acetophenone 
• 13800-04-9 ethyl (2-chloro-2-phenylethyl)carbamate 
• 541-41-3 chloroformic acid ethyl ester 
• 7568-93-6 2-Amino-1-phenylethanol 
• 100-42-5 styrene 
• 17510-52-0 sodium chloro(ethoxycarbonyl)chloroamide 
• 124-38-9 carbon dioxide 
• 75-03-6 ethyl iodide 
• 1846-33-9 N-phenacylacetamide 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 54145-10-7 ethyl N-<<(4-methylphenyl)sulphonyl>oxy>carbamate 
• 532-28-5 (RS)-mandelonitrile 
• 532-27-4 1-chloroacetophenone 
• 37394-53-9 ω-aminoacetophenone hydrobromide 

Downstream Products

• 6970-83-8 ethyl-N-(2-phenethyl)carbamate 
• 149286-08-8 Acetic acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester 
• 144315-90-2 Butyric acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester 
• 7693-77-8 5-phenyloxazolidin-2-one 
• 144372-49-6 (2R)-N-ethoxycarbonyl-2-phenyl-2-hydroxyethylamine 
• 2549-14-6 (R)-2-Amino-1-phenylethanol 
• 56613-81-1 (S)-2-Amino-1-phenyl-1-ethanol 
• 7007-19-4 N-benzoyl-5-phenyl-oxazolidin-2-one 
• 144315-90-2 Butyric acid (R)-2-ethoxycarbonylamino-1-phenyl-ethyl ester 

Relevant academic research and scientific papers

Osmium-catalyzed vicinal oxyamination of alkenes by N-(4- toluenesulfonyloxy)carbamates

N-(4-Toluenesulfonyloxy)carbamates based on a range of common amine protecting groups serve as preformed nitrogen sources in the intermolecular osmium-catalyzed oxyamination reaction of a variety of mono-, di-, and trisubstituted alkenes. The reactions occur with low catalyst loadings and good yields and afford high regioselectivity for unsymmetrically substituted alkenes.

Electrogenerated Superoxide-Activated Carbon Dioxide. A New Mild and Safe Approach to Organic Carbamates

The electrochemical reduction of O2 (E = -1.0 V vs SCE) in dipolar aprotic solvents in the presence of CO2 gave a carboxylating reagent (O2·-/CO2) able to convert amines and different types of their derivatives into carbamates. Primary and secondary aliphatic and aromatic amines were converted into the corresponding ethyl carbamates by the addition of EtI to the carbamate anions generated in the first step of the reactions. The yields were dependent on the nucleophilicity of the nitrogen atom ω-Bromoethyl- and propylamine gave 2-oxazolidinone and tetrahydro-l,3-oxazm-2-one in moderate yields. N-Acyl or N-(alkoxycarbonyl)alkylamines bearing a leaving group at the β position of the alkyl substituent were converted into 3-substituted-2-oxazolidinones in high yields. By using chiral substrates, enantiopure 3-alkoxycarbonyl(or acyl)-4-substituted oxazolidin-2-ones (70-85% isolated yields) were obtained. This represents a new mild and safe route to these important auxiliaries for asymmetric synthesis. Some limitations of the process are also evidenced and accounted for.

Baker's Yeast Reduction of α-(Acylamino)acetophenones and Lipase Catalyzed Resolution of 2-Acylamino-1-arylethanols

Enzymatic reduction of α-acylaminoacetophenones with fermenting baker's yeast afforded optically active (R)-2-acylamino-1-arylethanols.Furthermore, lipase-catalyzed resolution of the 2-acylamino-1-arylethanols using vinyl acetate as an acyl donor resulted in the formation of (S)-1-acetoxy-2-acylamino-1-arylethanols and (R)-2-acylamino-1-arylethanols.

Total Synthesis of (+/-) Resedine and (+/-)Resedinine Alkaloids from Reseda luteola

Total synthesis of racemic alkaloids: resedine and resedinine is described.