219297-12-8

Basic information

• Product Name: BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID
• Synonyms: BOC-(R)-3-AMINO-4-(4-NITROPHENYL)BUTANOIC ACID;BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID;BOC-D-BETA-HOPHE(4-NO2)-OH;BOC-4-NITRO-D-BETA-HOMOPHENYLALANINE;BOC-D-PHE(4-NO2)-(C*CH2)OH;RARECHEM AK PT B062;N-BETA-T-BUTOXYCARBONYL-D-HOMO(4-NITROPHENYL)ALANINE;N-T-BUTOXYCARBONYL(R)-3-AMINO-4-(4-NITROPHENYL)BUTANOIC ACID
• CAS NO: 219297-12-8
• Molecular Formula: C₁₅H₂₀N₂O₆
• Molecular Weight: 324.33
• Product Categories: 3-Amino-4-phenylbutyric Acid Analogs;3-Amino-4-phenylbutanoic Acid Analogs;B-Amino
• Mol File: 219297-12-8.mol

Chemical Properties

• Boiling Point: 524.6 °C at 760 mmHg
• Flash Point: 271 °C
• Appearance: /
• Density: 1.262g/cm³
• Vapor Pressure: 7.85E-12mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.35±0.10(Predicted)
• CAS DataBase Reference: BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID(219297-12-8)
• EPA Substance Registry System: BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID(219297-12-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 219297-12-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID is used as a key intermediate in the synthesis of peptides and pharmaceutical drugs for its ability to interact with biological systems. Its unique structure and potential therapeutic properties make it a promising candidate for the development of new treatments for various diseases and conditions.
Used in Chemical Research:
In the field of chemical research, BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID serves as a valuable compound for studying the interactions between chemical compounds and biological systems. Its protective BOC group and nitrophenyl substituent allow for the exploration of various chemical reactions and modifications, contributing to the advancement of chemical knowledge and innovation.
Used in Drug Synthesis:
BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID is employed as a building block in the synthesis of pharmaceutical drugs, particularly in the development of novel therapeutic agents. Its unique structure and functional groups enable the creation of diverse drug candidates with potential applications in treating a wide range of diseases and conditions.
Used in Peptide Synthesis:
In peptide synthesis, BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID is utilized as a protected amino acid, allowing for the controlled assembly of peptide sequences. The BOC protective group can be selectively removed under mild conditions, enabling the stepwise synthesis of complex peptide structures with high precision and yield.
Used in Drug Design and Optimization:
BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID is used as a starting material in drug design and optimization processes. Its unique structure and functional groups provide a foundation for the development of new drug candidates with improved pharmacological properties, such as increased potency, selectivity, and reduced side effects.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID is employed as a versatile building block for the design and synthesis of bioactive molecules. Its ability to interact with biological systems and its potential therapeutic properties make it a valuable resource for the discovery of new drugs and the optimization of existing ones.
Used in Drug Discovery:
BOC-(R)-3-AMINO-4-(4-NITRO-PHENYL)-BUTYRIC ACID is utilized in drug discovery efforts as a potential lead compound for the development of new therapeutic agents. Its unique structure and potential biological activity make it a promising candidate for further investigation and optimization in the search for novel treatments for various diseases and conditions.

InChI:InChI=1/C15H20N2O6/c1-15(2,3)23-14(20)16-11(9-13(18)19)8-10-4-6-12(7-5-10)17(21)22/h4-7,11H,8-9H2,1-3H3,(H,16,20)(H,18,19)/t11-/m1/s1

Upstream product

• 33305-77-0 (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-nitrophenyl)propanoic acid 

Relevant articles and documents

Discovery of potent and selective β-homophenylalanine based dipeptidyl peptidase IV inhibitors

Modification of in-house screening lead β-aminoacyl proline 8 gave an equipotent thiazolidide 9. Extensive SAR studies on the phenyl ring of 9 led to the discovery of a novel series of potent and selective DP-IV inhibitors. Introduction of a fluorine at the 2-position proved to be crucial for the potency of this series. The 2,5-difluoro (22q) and 2,4,5-trifluoro (22t) analogues were potent inhibitors of DP-IV (IC50 = 270, 119 nM, respectively).