76969-87-4

Basic information

• Product Name: Methyl (S)-2-(Boc-aMino)-4-broMobutyrate
• Synonyms: Methyl (S)-2-(Boc-aMino)-4-broMobutyrate;(S)-4-Bromo-2-(tert-butoxycarbonylamino)butyric acid methyl ester;(S)-2-(Boc-amino)-4-bromobutyric acid methyl ester;(S)-methyl 4-bromo-2-(Boc-amino)butanoate;(2S)-4-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]-Butanoic acid methyl ester
• CAS NO: 76969-87-4
• Molecular Formula: C₁₀H₁₈BrNO₄
• Molecular Weight: 296.15822
• Mol File: 76969-87-4.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl (S)-2-(Boc-aMino)-4-broMobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (S)-2-(Boc-aMino)-4-broMobutyrate(76969-87-4)
• EPA Substance Registry System: Methyl (S)-2-(Boc-aMino)-4-broMobutyrate(76969-87-4)

Safety Data

• Hazardous Substances Data: 76969-87-4(Hazardous Substances Data)

Usage

Description

Methyl (S)-2-(Boc-aMino)-4-broMobutyrate is a chemical compound with the molecular formula C13H21NO5. It is a derivative of Boc-protected amino acids, commonly used in organic synthesis and peptide chemistry. Methyl (S)-2-(Boc-aMino)-4-broMobutyrate has a methyl ester group, a Boc-protected amino group, and a bromo-substituted butyrate chain. It is used as a building block in the synthesis of complex organic compounds, including peptides and pharmaceutical agents. Methyl (S)-2-(Boc-aMino)-4-broMobutyrate is a versatile chemical reagent with various applications in the field of medicinal chemistry and drug development.

Uses

Used in Pharmaceutical Industry:
Methyl (S)-2-(Boc-aMino)-4-broMobutyrate is used as a building block for the synthesis of complex organic compounds, including peptides and pharmaceutical agents. Its versatility as a chemical reagent makes it valuable in the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
Methyl (S)-2-(Boc-aMino)-4-broMobutyrate is used as a reagent in organic synthesis, where it can be incorporated into a wide range of chemical reactions to form various complex organic compounds. Its Boc-protected amino group and bromo-substituted butyrate chain make it a useful component in the synthesis of target molecules.
Used in Peptide Chemistry:
Methyl (S)-2-(Boc-aMino)-4-broMobutyrate is used in peptide chemistry as a building block for the synthesis of peptides. Its Boc-protected amino group allows for the controlled formation of peptide bonds, enabling the synthesis of larger and more complex peptide structures.

Upstream product

• 796072-25-8 (L)-N-tert-butoxycarbonylhomoserine triethylamine salt 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41088-86-2 L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid 
• 177325-78-9 (2S)-2-amino-4-bromo-butyric acid methyl ester hydrobromide 
• 15159-66-7 α-amino-γ-bromobutyric acid methyl ester hydrochloride 
• 120042-11-7 methyl (S)-4-hydroxy-2-((tert-butoxy)carbonylamino)-butyrate 
• 75-65-0 tert-butyl alcohol 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 101650-17-3 (S)-2-amino-4-bromobutyric acid methyl ester 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 63491-82-7 tert-Butoxycarbonyl-L-homoserine DCHA salt 

Downstream Products

• 64896-37-3 methyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-norvalinate 
• 92136-56-6 (2S)-[N-(tert-butoxycarbonyl)amino]-4-phenylmethyl butanoate 
• 92136-56-6 2-tert-Butoxycarbonylamino-4-phenyl-butyric acid methyl ester 
• 168264-14-0 (S)-N-tert-butoxycarbonyl-γ-(N4-benzoxycarbonyl-1-cytosinyl)homoalanine 
• 194920-05-3 (S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyric acid 
• 194920-28-0 [(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid 
• 194920-04-2 (S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyric acid methyl ester 
• 194920-07-5 (S)-4-[2-Amino-6-(2-nitro-phenoxy)-purin-9-yl]-2-tert-butoxycarbonylamino-butyric acid methyl ester 
• 194920-12-2 [(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester 
• 194920-29-1 [(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid 
• 1026449-83-1 (S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 194920-08-6 (S)-4-[2-Acetylamino-6-(2-nitro-phenoxy)-purin-9-yl]-2-tert-butoxycarbonylamino-butyric acid methyl ester 
• 194920-13-3 [(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester 
• 1026078-52-3 (S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 

Relevant articles and documents

Synthesis and delivery of a stable phosphorylated ubiquitin probe to study ubiquitin conjugation in mitophagy

Protein post-translational modifications are involved in essentially all aspects of cellular signaling. Their dynamic nature and the difficulties in installing them using enzymatic approaches limits their direct study in human cells. Reported herein is the first synthesis, delivery and cellular study of a stable phosphoubiquitin probe. Our results compare Parkin's substrate preference during mitophagyviadirect visualization of a phosphorylated ubiquitin probe in the cellular environment.

Optimal linker length for small molecule PROTACs that selectively target p38α and p38β for degradation

We report the design of hetero-bifunctional small molecules that selectively target p38α and p38β for degradation. These proteolysis targeted chimeras (PROTACs) are based on an ATP competitive inhibitor of p38α and p38β, which is linked to thalidomide analogues to recruit the Cereblon E3 ubiquitin ligase complex. Compound synthesis was facilitated by the use of a copper catalyzed “click” reaction. We show that optimization of the linker length and composition is crucial for the degradation-inducing activity of these PROTACs. We provide evidence that these chemical compounds can induce degradation of p38α and p38β but no other related kinases at nanomolar concentrations in several mammalian cell lines. Accordingly, the PROTACs inhibit stress and cytokine-induced p38α signaling. Our compounds contribute to understanding the development of PROTACs, and provide a useful tool to investigate functions of the p38 MAPK pathway and its involvement in diseases.

ARYLOXYACETYLINDOLES AND ANALOGS AS ANTIBIOTIC TOLERANCE INHIBITORS

The disclosure provides compounds and pharmaceutical compositions of aryloxyacetylindoles compounds and analogs useful for treating chronic and acute bacterial infections. Certain of the compounds are compounds of general Formula (I) (I) or a pharmaceutically acceptable salt or prodrug thereof. Certain compounds of this disclosure are MvfR inhibitors. MvfR inhibitors reduce the formation of antibiotic tolerant bacterial strains and are useful for treating Gram-negative bacterial infections and reducing the virulence of Pseudomonas aeruginosa. Methods of treating bacterial infections in a subject, including Pseudomonas aeruginosa infections, are also provided by the disclosure.