4801-79-0

Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
Z-Leu-NH2 is used as a reagent in organic synthesis for the development of various drugs. Its unique structure allows for the creation of new compounds with potential therapeutic applications.
Used in Biochemical Applications:
In the field of biochemistry, Z-Leu-NH2 is used as a research tool to study the interactions and mechanisms of biological molecules. Its presence in experiments can help researchers understand the role of specific amino acids and their derivatives in biological processes.
Used in Scientific Research:
Z-Leu-NH2 is used as a chemical compound in various scientific research projects, contributing to the advancement of knowledge in fields such as chemistry, biology, and medicine. Its versatility and reactivity make it a valuable asset in the development of new methodologies and techniques.

Upstream product

• 51021-87-5 N-benzyloxycarbonyl-L-leucine methyl ester 
• 4091-51-4 N-Benzyloxycarbonyl-L-leucin- 
• 102156-97-8 N-benzyloxycarbonyl-L-thioleucine S-phenyl ester 
• 2018-66-8 Z-Leu-OH 
• 158011-07-5 Z-Leu-Ser-His-OMe 
• 61-90-5 L-leucine 
• 543-27-1 isobutyl chloroformate 
• 148854-04-0 (C₈H₇O₂)(NHCHCOO)(CH₂C₃H₇)(CO₂C₂H₅) 
• 501-53-1 benzyl chloroformate 
• 2706-38-9 N-(N-benzyloxycarbonyl-L-leucyl)-glycine 
• 158011-13-3 Z-Leu-Ser-Ser-Leu-Leu-Ser-Leu-OMe 
• 87052-59-3 N-Z-Leucine chloride 

Downstream Products

• 13139-30-5 (S)-2-benzyloxycarbonylamino-4-methyl-pentanimidic acid ethyl ester 
• 687-51-4 H-L-Leu-NH₂ 
• 102195-73-3 N,N'-bis(benzyloxycarbonyl)-3-methylbutane-1,1-diamine 
• 111946-80-6 N-t-Butoxycarbonyl-(S)-leucinethioamide 
• 28529-34-2 N-acetyl-L-leucine amide 
• 3589-42-2 (S)-2-(benzyloxycarbonylamino)-4-methylpentanenitrile 
• 308277-56-7 2-[(S)-2-(benzyloxycarbonylamino)-4-methylpentanoylamino]-N-[(S)-1-(methoxycarbonyl)ethyl]malonamic acid methyl ester 
• 1026388-35-1 ((R)-1-Isocyanato-3-methyl-butyl)-carbamic acid benzyl ester 
• 1003005-48-8 N-((E)-1-propylpent-1-enyl)(2S)-4-methyl-2-[(phenylmethoxy)carbonylamino]pentanamide 
• 1314777-93-9 (S,Z)-benzyl 1-(1-hydroxybut-2-en-2-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate 

Relevant academic research and scientific papers

Amidation of carboxylic acids via the mixed carbonic carboxylic anhydrides and its application to synthesis of antidepressant (1S,2R)-tranylcypromine

Primary amidations of carboxylic acids 1 or 3 with NH4Cl in the presence of ClCO2Et and Et3N were developed to afford the corresponding primary amides in 22% to quantitative yields. Additionally, we have applied the amidation to the preparation of various amides containing hydroxamic acids and achieved the synthesis of (1S,2R)-tranylcypromine as an antidepressant medicine via Lossen rearrangement.

β,γ-Diamino acid: An original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group

Using a β,γ-diamino acid, several small hybrid α/γ peptides have been synthesized and their conformations investigated through extensive NMR studies and molecular dynamics. A tripeptide and a tetrapeptide have thus shown several hydrogen bonds in solution, including a 13-membered ring involving the β-nitrogen.

Parallel synthesis of an oligomeric imidazole-4, 5-dicarboxamide library

A library of oligomeric compounds was synthesized based on the imidazole-4, 5-dicarboxylic acid scaffold along with amino acid esters and chiral diamines derived from amino acids. The final compounds incorporate nonpolar amino acids (Leu, Phe, Trp), polar amino acids (Ser, Asp, Arg), and neutral amino acids (Gly, Ala), and were designed to be useful in screening for inhibitors of protein-protein interactions. Many of the protected and deprotected oligomers show evidence of conformational isomers persistent at room temperature in aqueous solution. A total of 317 final oligomers, out of 441 targeted compounds, were obtained in high analytical purity and of sufficient quantity to submit them for high-throughput screening as part of the NIH Roadmap.

AmIno Acid Homologation by the Blaise Reaction: A new entry into nitrogen heterocycles

(Chemical Equation Presented) A general strategy for the amino acid homologation via Blaise reaction and subsequent reduction is presented. This strategy involves the preparation of protected α-amino nitriles from the corresponding amino acids, followed by the zinc-mediated condensation of tert-butyl bromoacetate, to give the imidazolidones after iminozincate cyclization. Reduction gave the saturated imidazolidinones with cis or trans stereochemistry, depending on the reduction conditions. This strategy was applied to nonfunctionalized amino acids and to functionalized amino acids such as serine and aspartic acid. Additionally, acidic hydrolysis of cis or trans imidazolidinones to the corresponding chiral 4-aminopyrrolidones is described.

N-urethane-protected amino alkyl isothiocyanates: Synthesis, isolation, characterization, and application to the synthesis of thioureidopeptides

(Chemical Equation Presented) Synthetically useful N-Fmoc amino-alkyl isothiocyanates have been described, starting from protected amino acids. These compounds have been synthesized in excellent yields by thiocarbonylation of the monoprotected 1,2-diamines with CS2/TEA/p-TsCl, isolated as stable solids, and completely characterized. The procedure has been extended to the synthesis of amino alkyl isothiocyanates from Boc- and Z-protected amino acids as well. The utility of these isothiocyanates for peptidomimetics synthesis has been demonstrated by employing them in the preparation of a series of dithioureidopeptide esters. Boc-Gly-OH and Boc-Phe-OH derived isothiocyanates 9a and 9c have been obtained as single crystals and their structures solved through X-ray diffraction. They belong to the orthorhombic crystal system, and have a single molecule in the asymmetric unit (Z′ = 1). 9a crystallizes in the centrosymmetric space group Pbca, while 9c crystallizes in the noncentrosymmetric space group P212121.

A Stereoselective entry into functionalized 1,2-diamines by zinc-mediated homologation of α-aminoacids

A general, stereoselective synthsis of 4,5-disubstituted imidazolidines-2-ones from α-aminoacids has been developed: the key steps are a Biaise reaction of bromoacetate on α-aminonitriles and further reduction. Although reduction with sodium cyanoborohydride afforded a mixture of cis and trans isomers 6a-e with moderate to good stereoselectivity, reduction with sodium in liquid ammonia gave the trans isomers 8a-e with complete stereoselectivity. Acidic hydrolysis of the urea gave 4-amino-pyrrolidinones, which can be precursors to β,γ-diaminoacids or 3-aminopyrrolidines.

Protease inhibitors

The present invention provides compounds of formula (I) which inhibit proteases, including cathepsin K, pharmaceutical compositions of such compounds, and methods for treating diseases of excessive bone loss or cartilage or matrix degradation, including osteoporosis; gingival disease including gingivitis and periodontitis; arthritis, more specifically, osteoarthritis and rheumatoid arthritis; Paget's disease; hypercalcemia or malignancy; and metabolic bone disease therewith.

Treatment of parasitic diseases by inhibition of cysteine proteases of the papain superfamily

The present invention relates to compounds and pharmaceutical compositions which inhibit proteases, such as cysteine proteases. In particular, the present invention relates to compounds and pharmaceutical compositions which inhibit cysteine proteases of the papain superfamily. The compounds and pharmaceutical compositions of the present invention are useful for treating diseases, particularly parasitic diseases, which are mediated by such proteases. In particular, the present invention relates to a method of treating malaria by inhibiting the cysteine protease falcipain.

PROTEASE INHIBITORS

Disclosed herein is a compound of the formula STR1 known as 2-[N-(N-benzyloxycarbonyl-L-leucinyl)]-2'-[N'-[4-(N,N-dimethylaminomethyl) benzyloxy]carbonyl-L-leucinyl]carbohydrazide; and pharmaceutically acceptable salts, hydrates and solvates thereof.