84860-35-5

Usage

Type

Synthetic chemical compound

Uses

Used in the production of pharmaceuticals, particularly in the development of drugs for the treatment of various diseases

Functional groups

Contains both an amine and carboxylic acid functional groups

Derivative

Derivative of amino acid

Potential applications

Development of drugs for conditions such as cancer, diabetes, and cardiovascular diseases

Importance

An important building block in the synthesis of biologically active molecules and pharmaceutical compounds

InChI:InChI=1/C12H22N2O3/c1-8(2)10(11(15)16)14-12(17)13-9-6-4-3-5-7-9/h8-10H,3-7H2,1-2H3,(H,15,16)(H2,13,14,17)/p-1/t10-/m1/s1

Upstream product

• 640-68-6 D-Val-OH 
• 103-71-9 phenyl isocyanate 
• 516-06-3 D,L-valine 
• 4070-48-8 L-Valine methyl ester 
• 104060-47-1 (S)-(phenylcarbamoyl)-N-valine methyl ester 
• 4289-97-8 N-formylvaline 
• 15984-93-7 valine, N-trimethylsilyl-, trimethylsilyl ester 
• 65-85-0 benzoic acid 
• 72-18-4 L-valine 
• 86298-24-0 N-phenyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 

Downstream Products

• 7684-70-0 3-Methyl-2-(3-phenyl-ureido)-butyric acid ethyl ester 
• 103774-42-1 5-isopropyl-3-phenylimidazolidine-2,4-dione 

Relevant academic research and scientific papers

One-pot preparation of carbamoyl benzotriazoles and their applications in the preparation of ureas, hydrazinecarboxamides and carbamic esters

Carbamoyl benzotriazoles were conveniently synthesized in one-pot from carboxylic acids, diphenyl phosphorazidate (DPPA) and 1H-benzotriazole (BtH). The reactivity and applications of carbamoyl benzotriazoles were also explored. Carbamoyl benzotriazoles react smoothly with amino acids, hydrazines and alcohols, thus providing facile access to the corresponding ureas, hydrazinecarboxamides and carbamic esters, respectively, in good to excellent yields.

"Cofactor"-controlled enantioselective catalysis

We report an achiral bisphosphine rhodium complex equipped with a binding site for the recognition of chiral anion guests. Upon binding small chiral guests-cofactors-the rhodium complex becomes chiral and can thus be used for asymmetric catalysis. Screening of a library of cofactors revealed that the best cofactors lead to hydrogenation catalysts that form the products with high enantioselectivity (ee?s up to 99%). Interestingly, a competition experiment shows that even in a mixture of 12 cofactors high ee is obtained, indicating that the complex based on the best cofactor dominates the catalysis.