2743-42-2

Basic information

• Product Name: N-Benzyl-L-leucine
• Synonyms: N-Benzyl-L-leucine
• CAS NO: 2743-42-2
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.2955
• Mol File: 2743-42-2.mol

Chemical Properties

• Boiling Point: 349.8°Cat760mmHg
• Flash Point: 165.3°C
• Appearance: /
• Density: 1.058g/cm³
• Vapor Pressure: 1.72E-05mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: N-Benzyl-L-leucine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzyl-L-leucine(2743-42-2)
• EPA Substance Registry System: N-Benzyl-L-leucine(2743-42-2)

Safety Data

• Hazardous Substances Data: 2743-42-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H19NO2/c1-10(2)8-12(13(15)16)14-9-11-6-4-3-5-7-11/h3-7,10,12,14H,8-9H2,1-2H3,(H,15,16)

Upstream product

• 2666-93-5 (S)-Leu-OMe 
• 100-52-7 benzaldehyde 
• 61-90-5 L-leucine 
• 100-44-7 benzyl chloride 
• 816-66-0 4-methyl-2-oxopentanoic acid 
• 100-46-9 benzylamine 
• 40297-72-1 2-(benzylamino)-4-methylpentanoic acid 
• 749189-41-1 C₁₃H₁₇NO₂ 
• 1738-77-8 L-leucine benzyl ester p-toluenesulfonate 

Downstream Products

• 672306-71-7 (S)-2-{1-benzyl-2-[(tert-butoxy)carbonyl]hydrazino}-4-methylpentanoic acid 
• 118460-13-2 (S)-4-benzyl-3-isobutylmorpholin-2-one 
• 672306-72-8 methyl (S)-2-{1-benzyl-2-[(tert-butoxy)carbonyl]hydrazino}-4-methylpentanoate 
• 14026-14-3 N-Nitroso-N-benzyl-L-leucin 
• 60643-14-3 N-benzyl-N-methyl-(S)-leucine 
• 158380-75-7 tert-butyl (S)-benzyl(4-methyl-1-oxopentan-2-yl)carbamate 
• 1325715-46-5 tert-butyl benzyl(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate 
• 1325715-68-1 1-benzyl-5-isobutyl-1H-imidazol-2-amine hydrochloride 
• 1325809-21-9 C₁₄H₁₉N₃ 
• 1325715-24-9 2-(benzyl(tert-butoxycarbonyl)amino)-4-methylpentanoic acid 

Relevant articles and documents

MODULATORS OF SESTRIN-GATOR2 INTERACTION AND USES THEREOF

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MODULATORS OF SESTRIN-GATOR2 INTERACTION AND USES THEREOF

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A facile synthesis of 1,5-disubstituted-2-aminoimidazoles: Antibiotic activity of a first generation library

An efficient synthetic route to 1,5-disubstituted 2-aminoimidazoles from readily available amino acids and aldehydes has been developed. A library of simple analogues was synthesized and several compounds were shown to exhibit notable antibiotic activity

Resolution of racemic N-benzyl α-amino acids by liquid-liquid extraction: A practical method using a lipophilic chiral cobalt(III) salen complex and mechanistic studies

The efficient resolution of racemic N-benzyl α-amino acids (N-Bn-AA) has been achieved by a liquid-liquid extraction process using the lipophilic chiral salen-cobalt(III) complex [CoIII(3)(OAc)]. As a result of the resolution by extraction, one enantiomer (S) of the N-benzyl α-amino acid predominated in the aqueous phase, while the other enantiomer (R) was driven into the organic phase by complexation to cobalt. The complexed amino acid (R) was then quantitatively released by a reductive (CoIII→Co II) counter-extraction with aqueous sodium dithionite or L-ascorbic acid in methanol. The reductive cleavage allowed to recover the [Co II(3)] complex in good yield, which could be easily re-oxidized to [CoIII(3)(OAc)] with air/AcOH and reused with essentially no loss of reactivity and selectivity. Investigation on the nitrogen substitution indicates that the presence of a single benzyl group on the amino acid nitrogen is important to obtain high enantioselectivity in the extraction process. The kinetic vs. thermodynamic nature of the resolution process was also investigated with an enantiomeric exchange experiment, which shows that the liquid-liquid extraction with [CoIII(3)-(OAc)] is an equilibrium process operating under thermodynamic control. In the absence of a suitable crystal structure of the [CoIII(3)(N-Bn-AA)] complexes, computational and spectroscopic studies were used to investigate how the N-benzyl α-amino acids are accommodated in the "binding pocket" of the chiral cobalt complex. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

A practical approach to the resolution of racemic N-benzyl α-amino acids by liquid-liquid extraction with a lipophilic chiral salen-cobalt(III) complex

(Chemical Equation Presented) Liquidating the assets: Coordination of one enantiomer from a racemic mixture of N-benzyl α-amino acids (N-Bn-AA) to the lipophilic chiral [CoIII(salen)(OAc)] complex results in its extraction into the organic phas

The first highly enantioselective homogeneously catalyzed asymmetric reductive amination: Synthesis of α-N-benzylamino acids

High-throughput screening considering a library of 96 chiral P-ligands involved in two types of RhI complexes was used for the identification of homogeneous catalysts for the highly enantioselective reductive amination of α-keto acids with benzylamine. After optimization of the reaction conditions and scale-up with a cationic Rh-Deguphos catalyst, a range of chiral α-amino acids could be produced by this new reaction in good yield and by up to 98% ee.

Synthesis, CD Spectra, and Enzymatic Stability β 2-Oligoazapeptides Prepared from (S)-2-Hydrazino Carboxylic Acids Carrying the Side Chains of Val, Ala, and Leu

β-Peptides offer the unique possibility to incorporate additional heteroatoms into the peptidic backbone (Figs. 1 and 2). We report here the synthesis and spectroscopic investigations of β2-peptide analogs consisting of (S)-3-aza-β-amino acids

A highly practical method for monobenzylation of amino acids

Amino acids are cleanly monobenzylated at ambient temperature using benzyl chloride in water containing potassium carbonate.

PF1022A - A novel anthelmintic cyclooctadepsipeptide. Modification and exchange of the N-methyl leucine residues

The first structure-activity relationships of the anthelmintic cyclooctadepsipeptide PF1022A have been established via a systematic exchange of the leucine residues by a series of related N-alkylated amino acids. The data presented strongly suggest that (