132153-48-1

Basic information

• Product Name: DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-
• Synonyms: DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-;Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-;N-(tert-Butoxycarbonyl)-p-bromo-DL-phenylalanine;4-BroMo-N-Boc-DL-phenylalanine;3-(4-bromophenyl)-2-(tert-butoxycarbonyl)propanoic acid
• CAS NO: 132153-48-1
• Molecular Formula: C₁₄H₁₈BrNO₄
• Molecular Weight: 344.20102
• EINECS: 604-604-1
• Mol File: 132153-48-1.mol

Chemical Properties

• Boiling Point: 475.3±40.0 °C(Predicted)
• Appearance: /
• Density: 1.405
• Storage Temp.: 2-8°C
• PKA: 3.83±0.10(Predicted)
• CAS DataBase Reference: DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-(132153-48-1)
• EPA Substance Registry System: DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]-(132153-48-1)

Safety Data

• Hazardous Substances Data: 132153-48-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential applications in treating different medical conditions.
Used in Analytical Chemistry:
DL-Phenylalanine, 4-broMo-N-[(1,1-diMethylethoxy)carbonyl]is used as an analyte in reversed-phase High-Performance Liquid Chromatography (HPLC). In a study, it was utilized to examine the importance of enantiomeric purity in peptide synthesis using hydroxypropyl derivatized cyclodextrin stationary phase. This application highlights its role in ensuring the quality and accuracy of peptide synthesis, which is crucial for the development of effective drugs and therapies.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 14091-15-7 p-bromo-DL-phenylalanine 
• 108540-72-3 4-bromophenylalanine-hydrochloride 

Downstream Products

• 198206-15-4 (R)-tert-butyl 3-(4-bromophenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate 
• 1357394-25-2 C₂₀H₃₀BNO₆ 
• 132067-41-5 methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate 
• 132067-42-6 N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester 
• 120667-22-3 4-Phosphono-DL-phenylalanine 

Relevant articles and documents

Preparation method of 2-NH-Boc-3-(3',4'-dimethyl-[1,1'-biphenyl]-4)propionic acid

The invention relates to a preparation method of 2-NH-Boc-3-(3',4'-dimethyl-[1,1'-biphenyl]-4)propionic acid, and mainly solves the technical problem of lack of industrial preparation of the 2-NH-Boc-3-(3',4'-dimethyl-[1,1'-biphenyl]-4)propionic acid at p

Synthesis of an amidosulfonate-tagged biphenyl phosphine and its application in the Suzuki-Miyaura reaction affording biphenyl-substituted amino acids in water

An amidosulfonate-tagged phosphinobiphenyl, viz triethylammonium 2-(dicyclohexylphosphino)-4′-{[(sulfonatomethyl)amino]carbonyl}biphenyl (3), was prepared in two steps from 2-(dicyclohexylphosphino)biphenyl-4′-carboxylic acid and fully characterized including the crystal structure determination. As a highly polar phosphine ligand, compound 3 was employed in the Pd-catalyzed Suzuki-Miyaura cross-coupling of N-Boc protected 4-bromo and 4-chlorophenylalanine with aromatic boronic acids to afford the corresponding biphenyls in aqueous N,N-dimethylformamide or pure water. The coupling was demonstrated to proceed very well and without the loss of the Boc protecting group when the bromo-substituted substrate is reacted in the presence of 1 mol.% of Pd/3 catalyst in water at 40 °C. Reactions with boronic acids bearing electron-withdrawing substituents and, mainly, those with the less reactive chlorophenylalanine substrate required slightly higher reaction temperature and more catalyst to achieve similar results.

DUAL-ACTING OXAZOLE ANTIHYPERTENSIVE AGENTS

In one aspect, the invention relates to compounds having the formula: wherein: Ar, Z, R3, R4 and R5 are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have AT1 re

NOVEL BIAROMATIC COMPOUNDS WHICH ACTIVATE PPARγ TYPE RECEPTORS, AND USE THEREOF IN COSMETIC OR PHARMACEUTICAL COMPOSITIONS

The invention relates to novel biaromatic compounds which correspond to the general formula (I), and also to a process for preparing them and to their use in pharmaceutical compositions intended for use in human or veterinary medicine (in dermatology, and also in the field of cardiovascular diseases, immune diseases and/or diseases associated with lipid metabolism), or alternatively in cosmetic compositions.

Synthesis of 4-phosphono- and of 4-(phosphonomethyl)-dl-phenylalanine, two analogues of O-phosphotyrosine

:4-Phosphono-DL-phenylalanine 1 was synthetized from 4-bromo-DL-phenylalanine or from 4-(bromomethyl)-bromobenzene ; 4-(phosphonomethyl)-DL-phenylalanine 14 was prepared from methyl p-toluate. The interest of these phosphonic analogues arises from their possible interference in the metabolism of O-phosphotyrosine.