266306-18-7

Basic information

• Product Name: N-Boc-4-broMo-L-phenylalanine Methyl ester
• Synonyms: N-Boc-4-broMo-L-phenylalanine Methyl ester;(S)-2-(Boc-amino)-3-(4-bromophenyl)propionic acid methyl este
• CAS NO: 266306-18-7
• Molecular Formula: C₁₅H₂₀BrNO₄
• Molecular Weight: 358.2276
• Mol File: 266306-18-7.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-Boc-4-broMo-L-phenylalanine Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-4-broMo-L-phenylalanine Methyl ester(266306-18-7)
• EPA Substance Registry System: N-Boc-4-broMo-L-phenylalanine Methyl ester(266306-18-7)

Safety Data

• Hazardous Substances Data: 266306-18-7(Hazardous Substances Data)

Usage

General Description

N-Boc-4-bromo-L-phenylalanine methyl ester is a chemical compound with the molecular formula C17H21BrNO4. It is a derivative of phenylalanine, an essential amino acid, and is often used in the synthesis of peptides and pharmaceuticals. The N-Boc (tert-butoxycarbonyl) group is a protective group that helps to prevent unwanted reactions during peptide synthesis. The bromo group in the molecule makes it useful for further chemical modifications, such as cross-coupling reactions. Additionally, the methyl ester group provides increased stability and solubility in organic solvents. N-Boc-4-broMo-L-phenylalanine Methyl ester has potential applications in the fields of medicine, biochemistry, and chemical synthesis due to its unique chemical structure and properties.

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 93267-04-0 N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester 
• 62129-39-9 4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine 
• 74-88-4 methyl iodide 
• 24250-84-8 H-p-BrPhe-OH 
• 24424-99-5 di-tert-butyl dicarbonate 
• 67-56-1 methanol 
• 99359-32-7 (S)-2-amino-3-(4-bromophenyl)propionic acid methyl ester hydrochloride 

Downstream Products

• 959992-97-3 methyl N-(tert-butoxycarbonyl)-4-[3-(1,8-naphthyridin-2-yl)prop-1-en-1-yl]-L-phenylalaninate 
• 959992-98-4 methyl N-(tert-butoxycarbonyl)-4-[1-methyl-2-(1,8-naphthyridin-2-yl)ethenyl]-L-phenylalaninate 
• 1006587-33-2 1-{(2S)-2-[(benzyloxycarbonyl)amino]-2-[(tert-butoxycarbonyl)]ethyl}-4-{(2S)-2-[(tert-butoxycarbonyl)amino]-2-(methoxycarbonyl)ethyl}-benzene 
• 1398718-23-4 C₉H₉BrN₂ 
• 1398717-93-5 (S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 
• 1398717-97-9 (R)-1-amino-N-(1-cyano-2-(4'-((4-propylpiperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 
• 1398717-99-1 (R)-1-amino-N-(1-cyano-2-(4'-((4-cyclopropyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 
• 1398718-01-8 (R)-1-amino-N-(1-cyano-2-(4'-((4-(cyanomethyl)piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 
• 869569-99-3 tert-butyl (S)-(1-amino-3-(4-bromophenyl)-1-oxopropan-2-yl)carbamate 
• 869570-00-3 tert-butyl (S)-[2-(4-bromophenyl)-1-cyanoethyl]carbamate 
• 1398718-36-9 (S)-(9H-fluoren-9-yl)methyl 1-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)-biphenyl-4-yl)ethylcarbamoyl)cyclohexylcarbamate 
• 1398718-42-7 (S)-(9H-fluoren-9-yl)methyl 1-(1-cyano-2-(4'-(4-methylpiperazin-1-ylsulfonyl)-biphenyl-4-yl)ethylcarbamoyl)cyclohexylcarbamate 
• 1398717-81-1 (S)-1-amino-N-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 
• 1398718-47-2 (9H-fluoren-9-yl)methyl (S)-2-((S)-1-cyano-2-(4'-(4-methylpiperazin-1-ylsulfon-yl)biphenyl-4-yl)ethylcarbamoyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate 

Relevant articles and documents

Studies Toward the Total Synthesis and Stereochemical Assignment of Microspinosamide

Efforts toward the total synthesis and stereochemical assignment of the cyclic depsipeptide natural product microspinosamide are described. A single diastereoisomer was targeted corresponding to the predicted structure of the natural product incorporating a (2S, 3R)-β-hydroxy-p-bromophenylalanine residue. Assembly was achieved through the initial synthesis of a cyclic depsipeptide and a linear peptide thioester fragment by solid-phase peptide synthesis, followed by fusion of the two fragments through a native chemical ligation-oxidation protocol. Extensive spectroscopic analysis showed structural differences to the isolated natural product, suggesting that a diastereoisomer of microspinosamide had been synthesised. This work lays the foundation for the future synthesis of the correct diastereoisomer.

Synthesis and evaluation of photo-activatable β-diarylsydnone-L-alanines for fluorogenic photo-click cyclization of peptides

Herein, we design and synthesize a series of photoactivatable β-diarylsydnone-l-alanines (DASAs), which have excellent photo-reactivity with high fluorescence turn-on toward alkenes in a biocompatible environment. The environmental sensing properties of t

Improved binding affinities of pyrrolidine derivatives as Mcl-1 inhibitors by modifying amino acid side chains

As an important member of anti-apoptotic Bcl-2 protein, myeloid cell leukemia sequence 1 (Mcl-1) protein is an attractive target for cancer therapy. In this study, a new series of pyrrolidine derivatives as Mcl-1 inhibitors were developed by mainly modifying the amino acid side chain of compound 1. Among them, compound 18 (Ki= 0.077 μM) exhibited better potent inhibitory activities towards Mcl-1 protein compared to positive control Gossypol (Ki= 0.18 μM). In addition, compound 40 possessed good antiproliferative activities against PC-3 cells (Ki= 8.45 μM), which was the same as positive control Gossypol (Ki= 7.54 μM).