2666-93-5

Basic information

• Product Name: methyl L-leucinate
• Synonyms: methyl L-leucinate;leucine methyl ester;L-METHYL-LEUCINE;(2S)-2-Amino-4-methylpentanoic acid methyl ester;(S)-2-Amino-4-methylvaleric acid methyl ester;Leucine methyl;L-Leucine methyl;(S)-Methyl 2-amino-4-methylpentanoate
• CAS NO: 2666-93-5
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 145.1995
• EINECS: 220-205-0
• Mol File: 2666-93-5.mol
• Article Data: 79

Chemical Properties

• Boiling Point: 169.2°Cat760mmHg
• Flash Point: 42.7°C
• Appearance: /
• Density: 0.955g/cm³
• Vapor Pressure: 1.56mmHg at 25°C
• Refractive Index: 1.435
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: methyl L-leucinate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl L-leucinate(2666-93-5)
• EPA Substance Registry System: methyl L-leucinate(2666-93-5)

Safety Data

• Hazardous Substances Data: 2666-93-5(Hazardous Substances Data)

Usage

General Description

Methyl L-leucinate is a chemical compound classified as a leucine derivative. It is an ester formed by the reaction of L-leucine, an essential amino acid, with methanol. Methyl L-leucinate is used in various industries, including the food and fragrance industries, where it is valued for its fruity and floral aroma. As a flavoring agent, it is commonly added to food products and beverages to enhance their taste and odor. Additionally, it has applications in the production of perfumes and cosmetics, where it contributes to the formulation of pleasant scents. Overall, methyl L-leucinate plays a key role in adding desirable flavors and fragrances to a wide range of consumer products.

InChI:InChI=1/C7H15NO2/c1-5(2)4-6(8)7(9)10-3/h5-6H,4,8H2,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 61-90-5 L-leucine 
• 67-56-1 methanol 
• 328-39-2 LEUCINE 
• 2743-60-4 L-Leucine ethyl ester 
• 1115-39-5 N-trifluoroacetyl methyl ester of (S)-leucine 
• 51021-87-5 N-benzyloxycarbonyl-L-leucine methyl ester 
• 77-76-9 2,2-dimethoxy-propane 
• 18869-43-7 DL-leucine methyl ester 
• 63096-02-6 N-tert-butoxycarbonyl-L-leucine methyl ester 
• 90891-87-5 (2S,5S)-2-Butyl-2,5-diisobutyl-3,6-dimethoxy-2,5-dihydro-pyrazine 
• 87378-22-1 (3R,6S)-3,6-Dihydro-3-(1-hydroxy-1-methylethyl)-6-isobutyl-2,5-dimethoxypyrazin 
• 77-78-1 dimethyl sulfate 
• 124790-75-6 (S)-2-Azido-4-methyl-pentanoic acid methyl ester 

Downstream Products

• 34576-15-3 N-(4-nitro-benzoyl)-L-leucine methyl ester 
• 1115-39-5 N-trifluoroacetyl methyl ester of (S)-leucine 
• 869-19-2 Glycyl-L-leucine 
• 17331-93-0 N-benzyloxycarbonylglycyl-L-leucine methyl ester 
• 112552-45-1 N-(N-benzyloxycarbonyl-L-γ-glutamyl)-L-leucine 
• 3017-50-3 N,N'-bis-(N-benzyloxycarbonyl-glycyl)-hydrazine 
• 18323-56-3 Z-(S)-Ala-(S)-Leu-NH₂ 
• 5289-88-3 N-(N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl)-L-leucine methyl ester 
• 118659-91-9 S-benzyl-N-benzyloxycarbonyl-cysteinyl=>tyrosyl=>leucine methyl ester 
• 3504-37-8 Cbz-L-Leu-L-Leu-OMe 
• 33104-49-3 N-^α-Z-L-glutaminyl-L-leucine methyl ester 
• 4818-10-4 N-(N^α.N^δ-bis-benzyloxycarbonyl-L-ornithyl)-L-leucine methyl ester 
• 55260-11-2 N-[N-(N-benzyloxycarbonyl-glycyl)-glycyl]-L-leucine methyl ester 
• 30033-84-2 N-(N^α-benzyloxycarbonyl-histidyl)-leucine methyl ester 

Relevant articles and documents

A convenient protocol for selective cleavage of 2-hydroxy acid amides. Application to semisynthesis of the cyclic heptapeptide aza HUN-7293.

A two-step protocol for the first chemoselective cleavage of 2-hydroxy acid amides has been developed. Mesylation of the model substrate 2-(hydroxypropionylamino)-4-methylpentanoic acid methyl ester (11) followed by treatment with N-ethylthiourea (13) all

New amino acid clubbed Schiff bases inhibit carbonic anhydrase II, α-glucosidase, and urease enzymes: in silico and in vitro

Combating pathological conditions related to hyperactivity of enzymes remains a formidable challenge for health. Small molecules therapy constitutes one of the means to circumvent the medical disorders resulting from enzyme hyperactivity. In this regard, we have synthesized structurally diverse amino acid hybrid Schiff bases (5a–5l and 10a–10k) and evaluated them for carbonic anhydrase II, α-glucosidase, and urease inhibitory potential. These new chemical scaffolds showed variable efficacies against the selected enzymes. The results indicated that compounds 5b (11.8 ± 1.33 μM), 10i (83.3 ± 1.13 μM), and 10f (88.2 ± 2.27 μM) are the most active scaffolds against carbonic anhydrase II, α-glucosidase, and urease, respectively. A structure–activity relationship revealed the most structural features contributing to the overall activities. Molecular docking suggested that these compounds possess excellent binding interactions with the active site residues of the targets by interacting through hydrogen bonding, π–π, and π–cation interactions.

Total Synthesis of the Natural Herbicide MBH-001 and Analogues

The first total synthesis of the natural herbicide MBH-001 (1) is reported. Structurally it is a 2-methyloxazol-5(2H)-one with a (1-hydroxyethyl) substituent at the 2-position. By relying on cyclic nitrones, a flexible route to MBH-001 and relevant analogues was developed. Key steps include the reaction of a 2-hydroxyimino ester with an aldehyde to form a 5-oxo-2,5-dihydrooxazole 3-oxide. In an aldol-type reaction, the anion of these cyclic nitrones reacted with an aldehyde at the 2-position. A final reduction of the nitrone to the corresponding imine using zinc led to the target compounds. The cyclic nitrones are also accessible by reacting an α-keto acid with an oxime. These two versatile synthetic routes enabled us to prepare the first MBH-001 analogues for structure activity relationship analysis of the herbicidal efficacy. Thus, furthering our aim of developing new herbicides to tackle the ever-growing problem of weed resistance.

N-Pyrazinoyl substituted amino acids as potential antimycobacterial agents-the synthesis and biological evaluation of enantiomers

Tuberculosis is an infectious disease caused by Mycobacterium tuberculosis (Mtb), each year causing millions of deaths. In this article, we present the synthesis and biological evaluations of new potential antimycobacterial compounds containing a fragment of the first-line antitubercular drug pyrazinamide (PZA), coupled with methyl or ethyl esters of selected amino acids. The antimicrobial activity was evaluated on a variety of (myco)bacterial strains, including Mtb H37Ra, M. smegmatis, M. aurum, Staphylococcus aureus, Pseudomonas aeruginosa, and fungal strains, including Candida albicans and Aspergillus flavus. Emphasis was placed on the comparison of enantiomer activities. None of the synthesized compounds showed any significant activity against fungal strains, and their antibacterial activities were also low, the best minimum inhibitory concentration (MIC) value was 31.25 μM. However, several compounds presented high activity against Mtb. Overall, higher activity was seen in derivatives containing l-amino acids. Similarly, the activity seems tied to the more lipophilic compounds. The most active derivative contained phenylglycine moiety (PC-d/l-Pgl-Me, MIC 1.95 μg/mL). All active compounds possessed low cytotoxicity and good selectivity towards Mtb. To the best of our knowledge, this is the first study comparing the activities of the d- and l-amino acid derivatives of pyrazinamide as potential antimycobacterial compounds.