257296-58-5

Upstream product

• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 98-88-4 benzoyl chloride 
• 61-90-5 L-leucine 
• 100-52-7 benzaldehyde 
• 3005-60-5 N-benzoyl-L-leucine methyl ester 

Downstream Products

• 167693-61-0 (-)-(4S)-4,5-Dihydro-4-isobutyl-2-phenyloxazole 
• 257296-60-9 (-)-N-((3S,4S)-3-hydroxy-6-methyl-1-heptenyl)benzamide 
• 10249-88-4 (S)-4-methyl-[(phenylmethyl)amino]pentan-1-ol 

Relevant academic research and scientific papers

Highly efficient dehydrogenative cross-coupling of aldehydes with amines and alcohols

A common protocol for the synthesis of amides, esters and α-ketoesters via cross dehydrogenative coupling of aldehydes and amines/alcohols has been developed. The method is applicable to a wide variety of alcohols and amines as well as aliphatic and aromatic aldehydes. Also, the use of acetaldehyde for acetylation and ethyl glyoxalate to access 2-oxo-amino esters is presented for the first time.

Synthesis of 2-oxazolines and related N-containing heterocycles using [Et2NSF2]BF4 as a cyclodehydration agent

The preparation of 2-oxazolines and related N-containing heterocycles from the corresponding hydroxyamides using XtalFluor-E ([Et2NSF 2s]BF4) as a cyclodehydration agent is described. A wide range of heterocycles are obtai

Simple methodology for the preparation of amino alcohols from amino acid esters using nabh4-methanol in THF

Amino alcohols constitute a very useful and versatile class of organic compounds, with important applications in synthetic and medicinal chemistry. However, in most of the procedures described in the literature for the obtainment of these compounds, considerable limitations can be found, such as drastic conditions, long time reactions, poor yields, and purification problems. The present article describes a methodology that gives amino alcohols and N-protected amino alcohols based on the reduction of amino acid esters under mild conditions, employing NaBH4 in the presence of methanol. The reactions occurred in a short time (15-20min) and provide yields of 50-95%.

Oxidative amidation of aldehydes and alcohols with primary amines catalyzed by KI-TBHP

Oxidative amidation of aldehydes and alcohols with amines to afford the corresponding amides in excellent yields and ee values over 98% is achieved by using a catalytic amount of KI in combination with TBHP as the external oxidant. This method avoids the use of expensive and/or air-sensitive reagents. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

X-ray crystallographic and proton nuclear magnetic resonance studies of β-hydroxy-N-nitrosamines derived from α-amino acids and ephedrine

β-Hydroxy-N-nitrosamines derived from L-leucine, L-valine, L-phenylalanine, D-phenylglycine and (1R,2S)-ephedrine have been synthesized and analyzed. These compounds all exhibit rotameric populations of (E)- and (Z)-stereoisomers that are a result of the

Stereoselective intramolecular cyclization of allyl and homoallyl benzamide via π-allylpalladium complex catalyzed by Pd(0)

The transformation of acyclic allylic benzamides 4 and homoallylic benzamides 12 to vinyl oxazolines 3 is achieved in the presence of base by the catalysis and Pd(0) in high yield and with high diastereoselectivity. Especially, in the case of homoallylic benzamides 12, trans-oxazolines 3 are formed exclusively or predominantly over cis-oxazolines 8, irrespective of the composition of their stereoisomers. The reaction is believed to proceed via the same π-allylpalladium complex that arises from either primary or secondary allylic acetates. We applied this method to the syntheses of β- amino-α-hydroxy acids 1 and γ-amino-β-hydroxy acids 2, conveniently protected as oxazoline.