13973-23-4

Upstream product

• 96-20-8 2-aminobutanol 
• 541-41-3 chloroformic acid ethyl ester 
• 75-03-6 ethyl iodide 
• 797761-95-6 C₁₀H₁₆N₂O₂ 

Downstream Products

• 13896-06-5 4-ethyl-2-oxazolidinone 
• 92849-11-1 N-(1-chloromethyl-propyl)-N'-o-tolyl-urea 
• 92099-38-2 N-(1-chloromethyl-propyl)-N'-phenyl-urea 

Relevant academic research and scientific papers

Lipase-Catalyzed Resolution of Chiral 2-Amino 1-Alcohols

Lipase-catalyzed resolution of 2-amino 1-alcohols was readily accomplished provided that the amino group was protected as an N-alkoxycarbonyl derivative.Racemic 2-amino-1-butanol and 2-amino-1-propanol were chosen as model compounds, and the resolution was achieved both by hydrolysis of their ester derivatives and by transesterification in ethyl acetate.In either case the (R) enantiomers reacted faster, and at low conversion, the (R) form in high optical purity was obtained as alcohol by hydrolysis and as acetate by transesterification.The two procedures can therefore be considered as complementary with respect to the final product composition.By using commercially available lipase preparations both (R)-(-) and (S)-(+) enantiomers of 2-amino 1-alcohols were isolated in high enantiomeric excesses (95percent).

Efficient and clean synthesis of N-alkyl carbamates by transcarboxylation and O-alkylation coupled reactions using a DBU-CO2 zwitterionic carbamic complex in aprotic polar media

N-Alkyl carbamates were obtained with good to excellent yields by clean and mild transcarboxylation of several amines with the previously synthesized DBU-CO2 complex and subsequent O-alkylation. Transcarboxylation was found to be selective, as

Modified Mg: Al hydrotalcite in the synthesis of oxazolidin-2-ones

The modified Mg: Al (3: 1) hydrotalcite has been found to be an efficient catalyst in the conversion of carbamates into oxazolidin-2-ones under mild reaction conditions. A wide variety of oxazolidin-2-ones were obtained with excellent chemical yield. The Royal Society of Chemistry 2005.

New Routes to Chiral Evans Auxiliaries by Enzymatic Desymmetrisation and Resolution Strategies

This paper describes how enantiomerically enriched Evans auxiliaries can be successfully prepared by either an enzymatic desymmetrisation strategy or an asymmetric synthesis using racemic auxiliaries and an enzymatic resolution. Desymmetrisation of N-Boc-protected serinol has been achieved in good yield and high enantiomeric excess using porcine pancreas lipase. This has been exploited in different ways to prepare enantiomerically enriched (4R)- and (4S)-substituted 2-oxazolidinones. In another approach to asymmetric synthesis, starting from a racemic Evans auxiliary, by means of a diastereoselective aldol reaction coupled with a lipase-catalysed resolution, we achieved the preparation of enantiomerically enriched β-hydroxy acids and enantiomerically enriched 2-oxazolidinones.