69150-45-4

Upstream product

• 91420-70-1 N,N-dimethyl-leucine ethyl ester 
• 18869-43-7 DL-leucine methyl ester 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 2439-37-4 (S)-2-dimethylamino-4-methyl-pentanoic acid 
• 91420-70-1 (S)-2-Dimethylamino-4-methyl-pentanoic acid ethyl ester 
• 50-00-0 formaldehyd 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 61-90-5 L-leucine 
• 2439-37-4 N,N-dimethyl leucine 

Relevant academic research and scientific papers

ANESTHETIC COMPOUNDS

In one embodiment the invention provides novel compounds of Formula (I) as well as prodrugs, salts, hydrates, solvates and N-oxides thereof. The invention also provides pharmaceutical compositions that include such compounds as well as methods for making and methods for using such compounds in medical therapy.

Synthesis, characterization, and application of chiral ionic liquids and their polymers in micellar electrokinetic chromatography

Two amino acid-derived (leucinol and N-methylpyrrolidinol) chiral ionic liquids are synthesized and characterized in both monomeric and polymeric forms. Leucinol-based chiral cationic surfactant is a room-temperature ionic liquid, and pyrrolidinol-based chiral cationic surfactant melts at 30-35 °C to form an ionic liquid (IL). The monomeric and polymeric ILs are thoroughly characterized to determine critical micelle concentration, aggregation number, polarity, optical rotation, and partial specific volume. Herein, we present the first enantioseparation using chiral IL as a pseudostationary phase in capillary electrophoresis. Chiral separation of two acidic analytes, (±)-α- bromophenylacetic acid and (±)-2-(2-chlorophenoxy)propanoic acid (±)-(2-PPA) can be achieved with both monomers and polymers of undecenoxycarbonyl-L-pryrrolidinol bromide (L-UCPB) and undecenoxycarbonyl-L- leucinol bromide (L-UCLB) at 25 mM surfactant concentration using phosphate buffer at pH 7.50. The chiral recognition seems to be facilitated by the extent of interaction of the acidic analytes with the cationic head-group of chiral selectors. Polysodium N-undecenoxycarbonyl-L-leucine sulfate (poly-L-SUCLS) and polysodium N-undecenoxycarbonyl-L-leucinate (poly-L-SUCL) were compared at high and low pH for the enantioseparation of (±)-(2-PPA). AtpH 7.5, poly-L-SUCLS, poly-L-SUCL, and (±)-(2-PPA) are negatively charged resulting in no enantioseparation. However, chiral separation was observed for (±)-(2-PPA) using poly-L-SUCLS at low pH (pH 2.00) at which the analyte is neutral. The comparison of chiral separation of anionic and cationic surfactants demonstrates that the electrostatic interaction between the acidic analyte and cationic micelle plays a profound role in enantioseparation.

New chiral ammonium salt hosts derived from amino acids: Very efficient optical resolution of 2,2′-dihydroxy-1,1′-binaphthyl by complexation with these host compounds

Chiral ammonium salt hosts are prepared from amino acids by transformation of their NH2 and CO2H groups into Me3N+Br- and CH2OH groups, respectively, via three simple reaction steps; by complexation with these hosts, 2,2′-dihydroxy-1,1′-binaphthyl is resolved very efficiently.

THE REACTION OF DICHLOROCARBENE WITH β-ETHANOLAMINES. STEREOSPECIFIC SYNTHESIS OF EPOXIDES

Optically pure β-ethanolamines were converted into epoxides in good yield and with high e.e. (>= 95percent) by reaction with dichlorocarbene.By this method α-aminoacids were successfully converted into synthetically useful epoxides.

Chiral (β-Aminoalkyl)phosphines. Highly Efficient Phosphine Ligands for Catalytic Asymmetric Grignard Cross-Coupling

New chiral (β-aminoalkyl)phosphines, RCH(NMe2)CH2PPh2 , were prepared by starting with optically active amino acids.The phosphines were used as ligands for nickel-catalyzed asymmetric cross-coupling of 1-arylethyl Grignard reagents (ArMeCHMgCl) with vinyl bromide.Coupling products of over 70percent enantiomeric excess (ee) were obtained in the reaction with the ligand Phephos, Valphos, Ilephos, PhGlyphos, ChGlyphos, or t-Leuphos.A mechanism involving complexation of the magnesium atom in the Grignard reagent with the amino group on the (β-aminoalkyl)phosphine ligand is proposed to account for the high stereoselectivity.The asymmetric cross-coupling was applied to the synthesis of optically active 2-arylpropionic acids.