171095-12-8

Basic information

• Product Name: (S)-N-ACETYL-4-BROMOPHENYLALANINE
• Synonyms: (S)-N-ACETYL-4-BROMOPHENYLALANINE;N-ACETYL-L-(4-BROMOPHENYL)ALANINE;N-ACETYL-3-(4-BROMOPHENYL)ALANINE;AC-L-PHE(4-BR)-OH;2-(ACETYLAMINO)-3-(4-BROMOPHENYL)PROPANOIC ACID;N-Acetyl-4-bromo-L-phenylalanine 95%;N-Acetyl-4-bromo-L-phenylalanine;(S)-2-AcetaMido-3-(4-broMophenyl)propanoic acid
• CAS NO: 171095-12-8
• Molecular Formula: C11H12BrNO3
• Molecular Weight: 286.12
• Mol File: 171095-12-8.mol

Chemical Properties

• Melting Point: 191-193
• Boiling Point: 507.4°C at 760 mmHg
• Flash Point: 260.7°C
• Appearance: /
• Density: 1.514g/cm³
• Vapor Pressure: 4.07E-11mmHg at 25°C
• Refractive Index: 1.576
• PKA: 3.51±0.10(Predicted)
• CAS DataBase Reference: (S)-N-ACETYL-4-BROMOPHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-ACETYL-4-BROMOPHENYLALANINE(171095-12-8)
• EPA Substance Registry System: (S)-N-ACETYL-4-BROMOPHENYLALANINE(171095-12-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 171095-12-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
(S)-N-ACETYL-4-BROMOPHENYLALANINE is used as a key component in the study of enzyme inhibitors and the design of novel anticancer and antiviral agents. Its unique structure allows for the development of targeted therapies with potential applications in treating various diseases.
Used in the Synthesis of Peptide-based Drugs and Bioactive Compounds:
(S)-N-ACETYL-4-BROMOPHENYLALANINE serves as a building block in the synthesis of peptide-based drugs and bioactive compounds, contributing to the advancement of pharmaceutical formulations with improved efficacy and selectivity.
Used in the Treatment of Certain Diseases and Medical Conditions:
(S)-N-ACETYL-4-BROMOPHENYLALANINE has potential therapeutic applications in the treatment of specific diseases and medical conditions, offering new avenues for drug discovery and development in the healthcare industry.

InChI:InChI=1/C11H12BrNO3/c1-7(14)13-10(11(15)16)6-8-2-4-9(12)5-3-8/h2-5,10H,6H2,1H3,(H,13,14)(H,15,16)/t10-/m0/s1

Upstream product

• 140202-28-4 ethyl 4-bromo-N-acetylphenylalaninate 
• 186605-19-6 4-(4-bromophenyl)methylene-2-methyl-5(4H)-oxazolone 
• 154192-52-6 C₁₁H₁₀BrNO₃ 
• 1122-91-4 4-bromo-benzaldehyde 
• 1353886-56-2 ethyl 3-(4-bromophenyl)-2-(hydroxyimino)propionate 
• 14091-15-7 p-bromo-DL-phenylalanine 
• 108-24-7 acetic anhydride 
• 171095-12-8 N-acetyl-4-bromophenylalanine 

Downstream Products

• 24250-84-8 H-p-BrPhe-OH 

Relevant articles and documents

Asymmetric synthesis of unnatural amino acids and tamsulosin chiral intermediate

An efficient and enantioselective hydrogenation of N-acetylamino phenyl acrylic acids was successfully developed by using ruthenium catalyst. This methodology is important in the field of pharmaceuticals and provides a new process for the preparation of unnatural amino acids and tamsulosin chiral intermediate.

Convenient method for reduction of C-N double bonds in oximes, imines, and hydrazones using sodium Borohydride-Raney ni system

(Chemical Equation Presented) A practical method has been developed for reduction of C-N double bond in oximes, imines, and hydrazones with sodium borohydride catalyzed by Raney Ni. The reactions were carried out in basic aqueous solution, and the desired products were obtained in moderate yields after a simple procedure. This method can be applied to synthesize simpler aliphatic or aromatic amines and its analogs. Copyright Taylor & Francis Group, LLC.

Efficient kinetic resolution of amino acids catalyzed by lipase AS 'Amano' via cleavage of an amide bond

Herein the efficient kinetic resolution of non-natural alpha-amino acids catalyzed by lipase AS 'Amano' via cleaving the amide bond is reported. The starting materials were the corresponding amino acid amides and the amino acids were generated with ees of up to 99% with E values of >600. These results indicated that the lipase AS 'Amano' could be a powerful amide hydrolase for the kinetic resolution of amino acid starting from the corresponding amino acid amides.

Resolution of N-protected amino acid esters using whole cells of Candida parapsilosis ATCC 7330

Whole cells of Candida parapsilosis ATCC 7330 were used for the resolution of N-acetyl amino acid esters. Excellent enantioselectivities (E = 40 to >500) were achieved for the resolution of N-protected protein and non-protein amino acid esters giving good yields (28-50%) and high enantiomeric excesses (up to >99%) for both enantiomers.

Novel atropisomeric bisphosphine ligands with a bridge across the 5,5′-position of the biphenyl for asymmetric catalysis

A new type of atropisomeric bisphosphine ligand 2 with a bridge across the 5,5′-position of the biphenyl has been developed. The axial chirality of this type of ligands can be retained by macrocyclic ring strain produced from 5,5′-linkage of the biphenyl

Synthesis of a novel spiro bisphosphinite ligand and its application in Rh-catalyzed asymmetric hydrogenation

A novel, chiral bisphosphinite ligand (R)-SpiroBIP has been synthesized. The rhodium complex of the ligand was found to be highly enantioselective in the asymmetric hydrogenation of α-dehydroamino acid derivatives.