140224-14-2

Usage

Uses

Used in Pharmaceutical Industry:
(2S)-2-[(tert-butoxy)carbonyl](methyl)aminobutanoic acid is used as a protecting group for the amino group in peptide synthesis for the production of pharmaceuticals. Its stability and ease of removal under mild conditions make it an important compound in the development of new drugs and biologically active peptides.
Used in Agrochemical Industry:
(2S)-2-[(tert-butoxy)carbonyl](methyl)aminobutanoic acid is also utilized in the production of agrochemicals, contributing to the development of new compounds for agricultural applications.
Used in Organic Chemistry:
(2S)-2-[(tert-butoxy)carbonyl](methyl)aminobutanoic acid has applications in the field of organic chemistry, where it can be used in various chemical reactions and synthesis processes.
Used in Biochemistry:
In biochemistry, (2S)-2-[(tert-butoxy)carbonyl](methyl)aminobutanoic acid plays a role in peptide synthesis, aiding researchers in the study and development of biologically active peptides.

Upstream product

• 124-38-9 carbon dioxide 
• 140150-48-7 Methyl-((R)-1-tributylstannanyl-propyl)-carbamic acid tert-butyl ester 
• 140150-48-7 Methyl-(1-tributylstannanyl-propyl)-carbamic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 77284-64-1 N-(tert-butoxycarbonyl)-2(S)-aminobutyric acid 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 70606-05-2 D,L-N-Methyl-α-aminobuttersaeure 
• 34306-42-8 Boc-Abu 
• 74-88-4 methyl iodide 

Downstream Products

• 162457-44-5 Boc-MeAbu-Ile-OBzl 
• 1190769-02-8 C₃₄H₄₅N₇O₅ 

Relevant academic research and scientific papers

Optimization and Evaluation of Novel Antifungal Agents for the Treatment of Fungal Infection

Due to the increased morbidity and mortality by fungal infections and the emergence of severe antifungal resistance, there is an urgent need for new antifungal agents. Here, we screened for antifungal activity in our in-house library through the minimum inhibitory concentration test and derived two hit compounds with moderate antifungal activities. The hit compounds' antifungal activities and drug-like properties were optimized by substituting various aryl ring, alkyl chain, and methyl groups. Among the optimized compounds, 22h was the most promising candidate with good drug-like properties and exhibited potent fast-acting fungicidal antifungal effects against various fungal pathogens and synergistic antifungal activities with some known antifungal drugs. Additionally, 22h was further confirmed to disturb fungal cell wall integrity by activating multiple cell wall integrity pathways. Furthermore, 22h exerted significant antifungal efficacy in both the subcutaneous infection mouse model and ex vivo human nail infection model.

2-OXO-2,3,4,5-TETRAHYDRO-1 H-BENZO[B]DIAZEPINES AND THEIR USE IN THE TREATMENT OF CANCER

Disclosed are compounds of Formula I or pharmaceutically acceptable salts thereof, wherein W, Y, Z, R1, R2, R3, R4 and R5 are described herein, and methods of using said compounds in the treatment of cancer.

Highly practical methodology for the synthesis of D- and L-α-amino acids, N-protected α-amino acids, and N-methyl-α-amino acids

Full details are provided for an exceedingly practical method to synthesize D- and L-α-amino acids, N-protected α-amino acids, and N-methyl-α-amino acids, employing as a key step the asymmetric alkylation of pseudoephedrine glycinamide (1) or pseudoephedrine sarcosinamide (2). Practical procedures for the synthesis of 1 and 2 from pseudoephedrine and glycine methyl ester or sarcosine methyl ester, respectively, are presented. Optimum protocols for the enolization and subsequent alkylation of 1 and 2 are described. Alkylation reactions of 1 and 2 are found to be quite efficient with a wide range of alkyl halide substrates, and the products are formed with high diastereoselectivity. The products of these alkylation reactions are hydrolyzed efficiently and with little to no racemization simply by heating in water or water-dioxane mixtures. This protocol provides an exceedingly practical method for the preparation of salt-free α-amino acids of high enantiomeric purity. Alternatively, the alkylation products may be hydrolyzed in high yield and with little to no racemization by heating with aqueous sodium hydroxide. The alkaline hydrolyzate can then be treated with an acylating reagent to provide directly highly enantiomerically enriched N-protected derivatives such as N-Boc and N-Fmoc. Key features necessary for the successful execution of these experimental procedures are identified.

Peptide Enolates. C-Alkylation of Glycine Residues in Linear Tri-, Tetra-, and Pentapeptides via Dilithium Azadienediolates

The Boc-protected tripeptides Boc-Val-Gly-Leu-OH (1), Boc-Leu-Sar-Leu-OH (2), Boc-Leu-Gly-MeLeu-OH (3), and Boc-Val-BzlGly-Leu-OMe (64), tetrapeptide Boc-Leu-Gly-Pro-Leu-OH (9), and pentapeptides Boc-Val-Leu-Gly-Abu-Ile-OH (4), Boc-Val-Leu-Sar-MeAbu-Ile-O

Enantiomerically Enriched t-BOC-Protected α-Aminoorganolithiums: Preparation and Configurational Stability

Enantiomerically enriched t-BOC-protected α-aminoorganolithiums, generated by Sn-Li exchange, are configurationally stable at -95 deg C and may be trapped with complete retention of configuration.

Synthesis of new indolactam analogues by microbial conversion

Ten indolactam congeners with L-Ala, Abu, γ,δ-Δ-Nva, Nva, Nle, tert-Leu, Leu, Ile, allo-Ile. Phg instead ofL-Val in (-)-indolactam-Val, were synthesized from their seco-compounds (N-methyl-L-amino acidyl-L-tryptophonol) by microbial conversion.