163210-89-7

Basic information

• Product Name: tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate
• Synonyms: tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate
• CAS NO: 163210-89-7
• Molecular Weight: 338.242
• Mol File: 163210-89-7.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate(163210-89-7)
• EPA Substance Registry System: tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate(163210-89-7)

Safety Data

• Hazardous Substances Data: 163210-89-7(Hazardous Substances Data)

Usage

General Description

Tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate is a chemical compound with a molecular formula of C14H25NO4Br. It is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. The compound consists of a tert-butyl group, a bromine atom, and an amino group attached to a four-carbon chain with a carboxylic acid ester functional group. tert-butyl (S)-2-[(tert-butoxycarbonyl)amino]-4-bromobutanoate is often utilized in organic chemistry reactions for its selective reactivity and ability to serve as a protecting group for amines in multi-step synthesis processes.

Upstream product

• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41088-86-2 L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid 
• 168264-01-5 tert-butyl (2S)-2-(tert-butoxycarbonylamino)-4-(methanesulfonyloxy)butanoate 
• 81323-58-2 N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester 
• 34582-31-5 1-tert-butyl 4-methyl (S)-2-{[(tert-butoxy)carbonyl]amino}butanedioate 
• 59768-74-0 (S)-2-t-butoxycarbonylaminosuccinic acid 4-methyl ester 
• 24277-39-2 N-tert-butoxycarbonyl glutamic acid tert-butyl ester 
• 34582-32-6 N-tert-butoxycarbonyl aspartic acid tert-butyl ester 

Downstream Products

• 1407507-06-5 di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-[4-(2-fluoroethoxy)benzyl]-hexanedioate 
• 1407507-31-6 di-tert-butyl (5S)-2-[4-(benzyloxy)benzyl]-2-(benzyloxycarbonyl)-5-[(tert-butoxy-carbonyl)amino]hexanedioate 
• 1408443-98-0 di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(4-{[(4S,5S)-2,2-dimethyl-5-({[(4-methylphenyl)sulfonyl]oxy}methyl)-1,3-dioxolan-4-yl]methoxy}benzyl)hexanedioate 
• 1408443-93-5 di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-{4-[(tert-butoxycarbonyl)(2-((methylsulfonyl)oxy)ethyl)amino]benzyl}hexanedioate 
• 1408449-65-9 di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-{4-[(tert-butoxycarbonyl)(2-hydroxy-ethyl)amino]benzyl}hexanedioate 
• 1408449-63-7 di-tert-butyl (5S)-2-(4-{[2-(benzyloxy)ethyl](tert-butoxycarbonyl)amino}benzyl)-5-[(tert-butoxycarbonyl)amino]hexanedioate 
• 1408449-59-1 di-tert-butyl (5S)-2-(4-{[2-(benzyloxy)ethyl]amino}benzyl)-5-[(tert-butoxycarbonyl)-amino]hexanedioate 
• 1408447-46-0 di-tert-butyl (5S)-2-(4-aminobenzyl)-5-[(tert-butoxycarbonyl)amino]hexanedioate 
• 1408449-57-9 (5S)-2-(4-aminobenzyl)-6-tert-butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)-amino]-6-oxohexanoic acid 
• 1408447-80-2 (2S,5R)-2-tert.-butoxycarbonylamino-5-(4-hydroxy-benzyl)-hexanedioic acid di-tert.-butyl ester 
• 1408447-83-5 (2S,5S)-2-tert.-butoxycarbonylamino-5-(4-hydroxy-benzyl)-hexanedioic acid di-tert.-butyl ester 
• 1408447-04-0 (2S)-2-tert-butoxycarbonylamino-5-{2-[4-(2-fluoro-ethoxy)-phenyl]-ethyl}hexanedioic acid di-tert-butyl ester 
• 1408447-37-9 di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-[2-(4-hydroxyphenyl)ethyl]hexanedioate 
• 1408448-99-6 (5S)-6-tert-butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[2-(4-hydroxyphenyl)ethyl]-6-oxohexanoic acid 

Relevant articles and documents

Synthesis of phosphonic analog of glutamic acid

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Trifluoroselenomethionine: A New Unnatural Amino Acid

Trifluoroselenomethionine (TFSeM), a new unnatural amino acid, was synthesized in seven steps from N-(tert-butoxycarbonyl)-l-aspartic acid tert-butyl ester. TFSeM shows enhanced methioninase-induced cytotoxicity, relative to selenomethionine (SeM), toward HCT-116 cells derived from human colon cancer. Mechanistic explanations for this enhanced activity are computationally and experimentally examined. Comparison of TFSeM and SeM by selenium EXAFS and DFT calculations showed them to be spectroscopically and structurally very similar. Nonetheless, when two different variants of the protein GB1 were expressed in an Escherichia coli methionine auxotroph cell line in the presence of TFSeM and methionine (Met) in a 9:1 molar ratio, it was found that, surprisingly, 85 % of the proteins contained SeM residues, even though no SeM had been added, thus implying loss of the trifluoromethyl group from TFSeM. The transformation of TFSeM into SeM is enzymatically catalyzed by E. coli extracts, but TFSeM is not a substrate of E. coli methionine adenosyltransferase.

Chemical synthesis of disulfide surrogate peptides by using beta-carbon dimethyl modified diaminodiacids

The replacement of disulfide bridges with metabolically stable isosteres is a promising strategy to improve the stability of disulfide-rich polypeptides towards reducing agents and isomerases. A diaminodiacid-based strategy is one of the most effective methods to construct disulfide bond mimics, but modified diaminodiacids have not been developed till now. Inspired by the fact that alkylation of disulfide bonds can regulate the activity of polypeptides, herein, we report the first example of thioether bridged diaminodiacids incorporating Cys Cβdimethyl modification, obtained by penicillamine (Pen)-based thiol alkylation. The utility of these new diaminodiacids was demonstrated by the synthesis of disulfide surrogates of oxytocin containing a short-span disulfide bond and of KIIIA with large-span disulfide bonds. This new type of synthetic bridge further extends the diaminodiacid toolbox to facilitate the study of the structure-activity relationship of disulfide-rich peptides.

Environmentally-friendly orthogonally protected diaminodiacid compound, and preparation method and application thereof

The invention discloses an environmentally-friendly orthogonally protected diaminodiacid compound, and a preparation method and an application thereof. The structural formula of the environmentally-friendly orthogonally protected diaminodiacid compound is