175844-11-8

Basic information

• Product Name: L-Alanine, 3-bromo-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester
• CAS NO: 175844-11-8
• Molecular Formula: C9H16BrNO4
• Molecular Weight: 282.134
• Mol File: 175844-11-8.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: L-Alanine, 3-bromo-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine, 3-bromo-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester(175844-11-8)
• EPA Substance Registry System: L-Alanine, 3-bromo-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester(175844-11-8)

Safety Data

• Hazardous Substances Data: 175844-11-8(Hazardous Substances Data)

Usage

General Description

L-Alanine, 3-bromo-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester is a chemical compound that is derived from alanine, a non-essential amino acid. It is a methyl ester of N-protected bromoalanine, which is commonly used as a building block in peptide synthesis. The compound has a variety of potential applications, including pharmaceutical research and development, as well as in the production of fine chemicals and biochemical products. It is important to handle this compound with care, as it is a potentially hazardous chemical and should be used in a controlled laboratory environment by trained professionals.

Upstream product

• 56926-94-4 methyl (2S)-2-[N-(t-butoxycarbonyl)amino]-3-(4-methylbenzenesulfonyl)-oxypropionate 
• 69942-12-7 N-tert-butoxycarbonylserine methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 

Downstream Products

• 862422-01-3 4,4-dimethyl-2-oxazoline-N-Boc-L-selenocysteine methyl ester 
• 94790-24-6 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoate 
• 65615-90-9 (S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate 
• 134362-34-8 methyl 2-(S)-((tert-butoxycarbonyl)amino)-3-(4'-fluorophenyl)propanoate 
• 137255-86-8 methyl (S)-3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoate 
• 213741-38-9 methyl 2-(S)-((tert-butoxycarbonyl)amino)-3-p-tolyl-propanoate 
• 1240613-02-8 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(m-tolyl)propanoate 
• 1201683-61-5 (S)-methyl 2-(tert-butoxycarbonylamino)-3-o-tolylpropanoate 
• 220587-29-1 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate 
• 160168-19-4 4-(carbomethoxy)-N-<(1,1-dimethylethoxy)carbonyl>-L-phenylalanine methyl ester 
• 178413-83-7 (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(trifluoromethyl)phenyl)propanoate 
• 913953-73-8 methyl (S)-3-(4-acetylphenyl)-2-((tert-butoxycarbonyl)amino)propanoate 
• 298693-79-5 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-cyanophenyl)propanoate 
• 97651-96-2 (S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propanoate 

Relevant articles and documents

Synthesis and characterization of selenium(I/II) and tellurium(IV) derivatives of amino acids

The direct reaction between Te metal and methyl 2-(2-bromoacetamido)propanoate (27) at room temperature, yields the first example of organotellurium(IV) derivative (MeOC(O)CH(Me)NHCOCH2)2TeBr2 (31). Similarly, reaction of Te with methyl 2-(2-bromoacetamido)acetate (26) and methyl 2-(2-bromoacetamido)-3-phenylpropanoate (28) in presence of NaI in acetone gives MeOC(O)CH2NHCOCH2I (29), MeOC(O)CH(R)NHCOCH2)2TeI2 (R = H (30) and CH2Ph (32). Treatment of 26/27/28 with Li2Te2/Li2Se2 readily provides the [MeOC(O)CH(CH3)NHCOCH2]2Te2, (33); [MeOC(O)CH2NHCOCH2]2Se2, (34); [MeOC(O)CH(CH2Ph)NHCOCH2]2Se2, (35) and [Figure presented] (36). Similarly the reaction of (2,6-dimethyl-4-tert-butylC6H2)SeNa with 28 readily provide the [MeOC(O)CH(CH2Ph)NHCOCH2]SeC6H2-2,6-dimethyl-4-tert-butyl), (37) in good yield. Molecule [MeOC(O)CHNH(Boc)CH2]2Se2, (38) and [NaOC(O)CHNH(Boc)CH2Te(2,4,6-Me3C6H2] (39) were prepared by the treatment of Li2Se2/2,4,6-Me3C6H2TeNa with methyl 3-bromo-2-((tert-butoxycarbonyl)amino)propanoate and N-(t-Boc)-L-serine β-lactone respectively. These compounds are purified by chromatography and characterized by a number of analytical techniques such as (1H, 13C, 77Se and 125Te NMR) spectroscopy, mass spectrometry and elemental analysis. The single crystal X-ray studies of 29, 30, 31, 36 and 38 revealed the presence of characteristic O?Se/Te, secondary bonding interactions. A detailed analysis of the crystal structures of the compound reveals interesting supramolecular assembly.

Modelling the site of bromide binding in vanadate-dependent bromoperoxidases

Treatment of Boc-protected (S)-serine (Ser) methyl ester with triphenylphosphine bromide Ph3PBr (intermittently generated from PPh3 and N-bromosuccinimide) yields Boc-3-bromoalanine (R)-Boc-BrAlaMe and, after deprotection, bromoalani

Method to build 2,4-substituted selenazole from β-azido diselenide and carboxylic acid: A formal synthesis of selenazofurin

A novel approach for the synthesis of 2,4-disubstituted selenazoles using carboxylic acids (or anhydrides) and β-azido diselenide was achieved via a one-pot cascade formation of selenazoline (Staudinger reduction/diselenide cleavage/selenocarbonylation/az

Design and synthesis of selenazole-substituted ritonavir analogs

With the help of Surflex-Dock calculation, two ritonavir analogs in which one thioazole unit was replaced by selenazole have been designed and synthesized. The key selenazole structure was constructed from β-azido diselenide through a cascade diselenide cleavage/selenocarbonylation/Staudinger reduction/aza-Wittig reaction and a following MnO2 oxidation. The accordingly prepared compounds exhibited good anti-HIV-1 (IIIB) activities comparable to that of the original ritonavir, as well as the positive SI values.