42807-41-0

Upstream product

• 17431-03-7 L-valine ethyl ester 
• 98-88-4 benzoyl chloride 
• 17609-47-1 L-Valine ethyl ester hydrochloride 
• 65-85-0 benzoic acid 
• 72-18-4 L-valine 
• 64-17-5 ethanol 
• 2901-80-6 N-benzoyl-D,L-valine 

Downstream Products

• 149182-41-2 (S)-N-(1-hydroxy-3-methylbutan-2-yl)benzamide 
• 1413930-75-2 (R)-ethyl 5-(benzylamino)-6-methylhept-2-ynoate 
• 2901-80-6 N-benzoyl-L-valine 

Relevant academic research and scientific papers

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

A [3+3] cyclization strategy for asymmetric synthesis of alkyl substituted piperidine-2-ones using 1,2-cyclic sulfamidates: A formal synthesis of (S)-coniine from l-norvaline

Regioselective ring-opening reactions of a set of representative 1,2-cyclic sulfamidates with lithium triethylorthopropiolate proceeded efficiently to deliver the corresponding δ-amino-α,β-unsaturated esters after acidic hydrolysis. Hydrogenation of the unsaturated esters and subsequent thermal cyclization afforded the related alkyl substituted piperidine-2-ones. This approach represents a novel [3+3] cyclization strategy for the asymmetric synthesis of alkyl substituted piperidin-2-ones. Efficiency of the cyclization process is illustrated by a formal asymmetric synthesis of (S)-coniine from l-norvaline.

Self-association-free dimeric cinchona alkaloid organocatalysts: Unprecedented catalytic activity, enantioselectivity and catalyst recyclability in dynamic kinetic resolution of racemic azlactones

Self-association-free, bifunctional, squaramide-based dimeric cinchona alkaloid organocatalysts show unprecedented catalytic activity, enantioselectivity and catalyst recyclability in the dynamic kinetic resolution (DKR) reaction of a broad range of racemic azlactones. The Royal Society of Chemistry 2009.