61040-20-8

Usage

Uses

Used in Pharmaceutical Industry:
3-Amino-N-Boc-L-alanine methyl ester serves as an intermediate in the synthesis of various pharmaceutical compounds. Its Boc-protected structure allows for selective reactions to occur at the carboxyl group without affecting the amino group, facilitating the creation of complex molecular structures with precise functional groups.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Amino-N-Boc-L-alanine methyl ester is utilized as a precursor in the development of bioactive molecules. Its ability to be selectively modified contributes to the design of novel agrochemicals with improved efficacy and reduced environmental impact.
Used in Organic Synthesis:
3-Amino-N-Boc-L-alanine methyl ester is employed as a key building block in organic synthesis, enabling the construction of a wide range of organic molecules. Its Boc protection allows chemists to perform reactions selectively, leading to the formation of desired products with greater control and efficiency.
Used in Chemical Research:
3-Amino-N-Boc-L-alanine methyl ester is a valuable tool in chemical research, providing insights into the reactivity and selectivity of various synthetic pathways. Its use in model reactions helps to elucidate reaction mechanisms and optimize synthetic routes for the preparation of complex organic molecules.

InChI:InChI=1/C9H18N2O4/c1-9(2,3)15-8(13)11-6(5-10)7(12)14-4/h6H,5,10H2,1-4H3,(H,11,13)/t6-/m0/s1

Upstream product

• 97651-96-2 (S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propanoate 
• 124842-28-0 N^α-(tert-butoxycarbonyl)-(S)-asparagine methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 76387-70-7 (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 365441-84-5 [furan-2-yl-(toluene-4-sulfonyl)-methyl]-carbamic acid tert-butyl ester 
• 124730-06-9 (S)-3-Benzylamino-2-tert-butoxycarbonylamino-propionic acid 
• 65710-57-8 3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine 
• 1235352-41-6 methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-nitropropanoate 
• 264273-10-1 (S)-N(α)-tert-butyloxycarbonyl-N(β)-fluoren-9-ylmethyloxycarbonyl-2,3-diaminopropionic acid methyl ester 
• 131570-56-4 Boc-Dap(Fmoc)-OH 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 7536-55-2 N-tert-butyloxycarbonylasparagine 
• 888957-33-3 tert-butyl (S)-1-(methoxycarbonyl)-2-(dibenzylamino)ethylcarbamate 

Downstream Products

• 61040-22-0 N^β-benzyloxycarbonyl-N^α-Boc-(S)-β-aminoalanine methyl ester 
• 550378-68-2 2-tert-butoxycarbonylamino-3-[3-(4-nitro-phenyl)-ureido]-propionic acid methyl ester 
• 251941-25-0 C₂₇H₄₃O₈N₃ 
• 97651-95-1 (S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide 
• 635714-19-1 methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-{[(2-nitrophenyl)sulfonyl]amino}propanoate 
• 1265877-23-3 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(((S)-1-phenylallyl)amino)propanoate 
• 790305-06-5 2-tert-butoxycarbonylamino-3-[(2-nitro-benzenesulfonyl)-pent-4-enyl-amino]propionic acid methyl ester 
• 790305-07-6 2(S)-(tert-butoxycarbonylamino)-3-(2-nitro-N-(pent-4-enyl)phenylsulfonamido)propanoic acid 
• 1333219-06-9 3-({[(2S)-2-amino-3-methoxy-3-oxopropyl]carbamoyl}amino)-5-chloro-4-methylbenzene-1-sulfonic acid 
• 1446513-22-9 (S)-N-((2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropoxy)carbamoyl)-3-phenylsydnonimine 
• 347187-99-9 (S)-3-((S)-2-{[(S)-1-(2-Benzoylamino-acetyl)-pyrrolidine-2-carbonyl]-amino}-4-methyl-pentanoylamino)-2-tert-butoxycarbonylamino-propionic acid 

Relevant academic research and scientific papers

A short, rigid linker between pyrene and guanidiniocarbonyl-pyrrole induced a new set of spectroscopic responses to the ds-DNA secondary structure

A novel pyrene-guanidiniocarbonyl-pyrrole dye, characterised by a short, rigid linker between the two chromophores, interacts strongly with ds-DNA but only negligibly with ds-RNA. Under neutral conditions the dye shows strong selectivity toward AT-DNA (with respect to GC-DNA). Binding is accompanied by a specific ICD band at 350 nm and fluorescence quenching for all DNAs/RNAs studied. At pH 5 the affinity of the dye is reversed, now favouring GC-DNA over AT-DNA. A strong emission increase for AT-DNA is observed but with quenching for GC-DNA.

LINKING AMINO ACID SEQUENCES, MANUFACTURING METHOD THEREOF, AND USE THEREOF

This invention provides compositions comprising linked amino acid sequences, pharmaceutical compositions comprising linked amino acid sequences, and methods of making thereof. This invention also provides methods of delivering said compositions to subjects and methods of treating various disorders and diseases using the said compositions.

TLR2 MODULATOR COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

The present disclosure relates to compounds which modulate the activity of Toll-like receptor (TLR) proteins, including agonists or activators, partial agonists, and antagonists. Of particular interest of compounds that modulate the activity of TLR2, as well as methods of using such compounds to treat cancer and other disorders associated with a TLR2 pathway.

2,3-Diaminopropanols obtained from D-serine as intermediates in the synthesis of protected 2,3-L-diaminopropanoic acid (L-DAP) methyl esters

A synthetic strategy for the preparation of two orthogonally protected methyl esters of the non-proteinogenic amino acid 2,3-l-diaminopropanoic acid (l-Dap) was developed. In these structures, the base-labile protecting group 9-fluorenylmethyloxycarbonyl (Fmoc) was paired to the p-toluensulfonyl (tosyl, Ts) or acid-labile tert-butyloxycarbonyl (Boc) moieties. The synthetic approach to protected l-Dap methyl esters uses appropriately masked 2,3-diaminopropanols, which are obtained via reductive amination of an aldehyde prepared from the commercial amino acid Nα-Fmoc-O-tert-butyl-d-serine, used as the starting material. Reductive amination is carried out with primary amines and sulfonamides, and the process is assisted by the Lewis acid Ti(OiPr)4. The required carboxyl group is installed by oxidizing the alcoholic function of 2,3-diaminopropanols bearing the tosyl or benzyl protecting group on the 3-NH2 site. The procedure can easily be applied using the crude product obtained after each step, minimizing the need for chromatographic purifications. Chirality of the carbon atom of the starting d-serine template is preserved throughout all synthetic steps.

A diversity-oriented synthesis strategy enabling the combinatorial-type variation of macrocyclic peptidomimetic scaffolds

Macrocyclic peptidomimetics are associated with a broad range of biological activities. However, despite such potentially valuable properties, the macrocyclic peptidomimetic structural class is generally considered as being poorly explored within drug discovery. This has been attributed to the lack of general methods for producing collections of macrocyclic peptidomimetics with high levels of structural, and thus shape, diversity. In particular, there is a lack of scaffold diversity in current macrocyclic peptidomimetic libraries; indeed, the efficient construction of diverse molecular scaffolds presents a formidable general challenge to the synthetic chemist. Herein we describe a new, advanced strategy for the diversity-oriented synthesis (DOS) of macrocyclic peptidomimetics that enables the combinatorial variation of molecular scaffolds (core macrocyclic ring architectures). The generality and robustness of this DOS strategy is demonstrated by the step-efficient synthesis of a structurally diverse library of over 200 macrocyclic peptidomimetic compounds, each based around a distinct molecular scaffold and isolated in milligram quantities, from readily available building-blocks. To the best of our knowledge this represents an unprecedented level of scaffold diversity in a synthetically derived library of macrocyclic peptidomimetics. Cheminformatic analysis indicated that the library compounds access regions of chemical space that are distinct from those addressed by top-selling brand-name drugs and macrocyclic natural products, illustrating the value of our DOS approach to sample regions of chemical space underexploited in current drug discovery efforts. An analysis of three-dimensional molecular shapes illustrated that the DOS library has a relatively high level of shape diversity.

A concise synthesis of the HCV protease inhibitor BILN 2061 and its P3 modified analogs

A concise synthesis of BILN 2061 was achieved through more efficient installation of P2 4-quinoline moiety via SN2 displacement of the β-OBs group located on the 4-hydroxyl proline intermediate, which was prepared from 4-α-hydroxyl proline analog via Mitsunobu reaction with inversion of stereochemistry. In addition, a short and practical synthesis for P3 unit is also described herein. Final assembly of four fragments for BILN 2061 was achieved with an overall yield of 58% in 4 steps from P1 to 15a. Furthermore several analogs of BILN 2061 (WX-1-WX-5) containing modifications on P3 unit were synthesized successfully using the same synthetic route as described for the parent inhibitor BILN 2061. Copyright

Highly enantioselective synthesis of orthogonally protected (2S)-2,3-diaminopropanoates through catalytic phase-transfer aza-Henry reaction

The syntheses of enantiomer-enriched orthogonally protected different (2S)-2,3-diaminopropanoates and unnatural furyl-substituted (tert-butoxy) carbonyl (Boc) as well as (benzyloxy)carbonyl (Cbz) protected amino acid esters are accomplished by means of an

Heterocycle-amino acid derivatives for targeting cancer tissue and radioactive or non-radioactive labeled compounds thereof

The present invention relates to novel amino acid derivatives containing heterocyclic chelating residues thereof; radioactive or nonradioactive metal complexes thereof; methods for preparation thereof; and apyrogenic and sterile preparative kits of the co

Synthesis and evaluation of macrocyclic amino acid derivatives for tumor imaging by gallium-68 positron emission tomography

68Ga PET imaging in clinical oncology represents a notable development because the availability of 68Ga is not dependent on a cyclotron. Furthermore, labeled amino acid derivatives have been proven to be useful for the imaging many t

Iridium-catalyzed asymmetric allylic amination with polar amines: Access to building blocks with lead-like molecular properties

The combination of an air-stable iridium catalyst and the dipolar aprotic solvent dimethyl sulfoxide (DMSO) allowed, for the first time, the systematic exploitation of highly polar, functionalized amines in asymmetric allylic substitutions: low molecular