62129-39-9

Basic information

• Product Name: (S)-N-BOC-4-Bromophenylalanine
• Synonyms: BOC-PHE(4-BR)-OH;BOC-P-BROMO-L-PHE-OH;BOC-P-BROMO-PHENYLALANINE;BOC-P-BROMO-PHE-OH;BOC-PHE(P-BR)-OH;BOC-L-PHE(4-BR)-OH;BOC-(S)-2-AMINO-3-(4'-BROMOPHENYL)PROPANOIC ACID;BOC-4'-BROMO-L-PHE
• CAS NO: 62129-39-9
• Molecular Formula: C₁₄H₁₈BrNO₄
• Molecular Weight: 344.2
• EINECS: 1592732-453-0
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;a-amino
• Mol File: 62129-39-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 118 °C
• Boiling Point: 475.3 °C at 760 mmHg
• Flash Point: 241.2 °C
• Appearance: off-white powder
• Density: 1.5311 (rough estimate)
• Vapor Pressure: 7.71E-10mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• Storage Temp.: Store at RT.
• PKA: 3.83±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: (S)-N-BOC-4-Bromophenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-BOC-4-Bromophenylalanine(62129-39-9)
• EPA Substance Registry System: (S)-N-BOC-4-Bromophenylalanine(62129-39-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 62129-39-9(Hazardous Substances Data)

Usage

Chemical Properties

off-white powder

Uses

N-Boc-4-bromo-L-phenylalanine is used as pharmaceutical intermediate.

InChI:InChI=1/C14H18BrNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 24250-84-8 H-p-BrPhe-OH 
• 122839-59-2 (S)-2-amino-3-(4-bromophenyl)propanoic acid hydrochloride 
• 1200-07-3 3-(4-bromophenyl)acrylic acid 

Downstream Products

• 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 
• 1398718-50-7 (S)-(9H-fluoren-9-yl)methyl 8-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethylcarbamoyl)-1,4-dioxaspiro[4.5]decan-8-ylcarbamate 
• 1398718-52-9 (S)-(9H-fluoren-9-yl)methyl 1-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethylcarbamoyl)cyclopentylcarbamate 
• 1398717-83-3 (S)-1-amino-N-(1-cyano-2-(4'-(4-methylpiperazin-1-ylsulfonyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 

Relevant articles and documents

Enantioselective Deaminative Alkylation of Amino Acid Derivatives with Unactivated Olefins

Herein, we report the first Ni-catalyzed enantioselective deaminative alkylation of amino acid and peptide derivatives with unactivated olefins. Key for success was the discovery of a new sterically encumbered bis(oxazoline) ligand backbone, thus offering a de novo technology for accessing enantioenriched sp3-sp3 linkages via sp3 C-N functionalization. Our protocol is distinguished by its broad scope and generality across a wide number of counterparts, even in the context of late-stage functionalization. In addition, an enantioselective deaminative remote hydroalkylation reaction of unactivated internal olefins is within reach, thus providing a useful entry point for forging enantioenriched sp3-sp3 centers at remote sp3 C-H sites.

Chemoenzymatic Synthesis of Optically Pure l- and d-Biarylalanines through Biocatalytic Asymmetric Amination and Palladium-Catalyzed Arylation

A chemoenzymatic approach was developed and optimized for the synthesis of a range of N-protected nonnatural l- and d-biarylalanine derivatives. Starting from 4-bromocinnamic acid and 4-bromophenylpyruvic acid using a phenylalanine ammonia lyase (PAL) and an evolved d-amino acid dehydrogenase (DAADH), respectively, both enantiomers of 4-bromophenylalanine were obtained and subsequently coupled with a panel of arylboronic acids to give the target compounds in high yield and optical purity under mild aqueous conditions.

PEPTIDYL NITRILCOMPOUNDS AS PEPTIDASE INHIBITORS

The invention relates to compounds of Formula (II) and their use in theraphy as peptidase inhibitors.