119273-61-9

Basic information

• Product Name: 3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID
• Synonyms: 3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID;DL-3-(BIPHENYL-4-YL)-2-(BOC-AMINO)PROPANOIC ACID;2-(Boc-aMino)-3-(biphenyl-4-yl)propanoic acid;3-([1,1'-Biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid
• CAS NO: 119273-61-9
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.4
• Mol File: 119273-61-9.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID(119273-61-9)
• EPA Substance Registry System: 3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID(119273-61-9)

Safety Data

• Hazardous Substances Data: 119273-61-9(Hazardous Substances Data)

Usage

General Description

3-BIPHENYL-4-YL-2-TERT-BUTOXYCARINYLCARBONYLAMINO-PROPIONIC ACID is a chemical compound with a complex structure that consists of a biphenyl group, a tert-butoxycarbonyl amino group, and a propionic acid group. It is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. The tert-butoxycarbonyl (Boc) protecting group is often used to temporarily mask reactive functional groups during chemical reactions, allowing for selective manipulation and control of chemical reactions. Additionally, the biphenyl group in the compound can provide steric hindrance and help to modulate the reactivity of the molecule. Overall, this compound has significant synthetic utility and is widely used in organic chemistry research and industry.

Upstream product

• 137255-86-8 methyl (S)-3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoate 
• 57292-44-1 2-(R)-tert-butoxycarbonylamino-3-(4-chloro-phenyl)-propionic acid 
• 98-80-6 phenylboronic acid 
• 103882-09-3 N-Boc-4-I-Phe-OH 
• 24424-99-5 di-tert-butyl dicarbonate 
• 155760-02-4 (S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid 
• 266306-18-7 (S)-3-(4-Bromo-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester 
• 62129-39-9 4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine 
• 1200-07-3 3-(4-bromophenyl)acrylic acid 
• 24250-84-8 H-p-BrPhe-OH 

Downstream Products

• 155873-50-0 (S)--β-alanine benzyl ester 
• 200864-88-6 {(S)-2-Biphenyl-4-yl-1-[2-(4-hydroxy-phenyl)-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester 
• 1252035-81-6 tert-butyl {(2S)-3-(biphenyl-4-yl)-1-oxo-1-[(2S)-2-(4-phenyl-1H-imidazol-2-yl)pyrrolidin-1-yl]propan-2-yl}carbamate 
• 63024-30-6 (S)-2-amino-3-(biphenyl-4-yl)-propionic acid methyl ester hydrochloride 

Relevant articles and documents

PLGA-PEG-supported Pd nanoparticles as efficient catalysts for Suzuki-Miyaura coupling reactions in water

Chemical transformations that can be performed selectively under physiological conditions are highly desirable tools to track biomolecules and manipulate complex biological processes. Here, we report a new nanocatalyst consisting of small palladium nanoparticles stabilized on the surface of PLGA-PEG nanoparticles that show excellent catalytic activity for the modification of biological building blocks through Suzuki-Miyaura cross-coupling reactions in water. Brominated or iodinated amino acids were coupled with aryl boronic acids in phosphate buffer in good yields. Interestingly, up to 98% conversion into the coupled amino acid could be achieved in 2 h at 37°C using the stable, water-soluble cyclic triolborate as organometallic partner in the presence of only 1 mol% of palladium. These results pave the way for the modification of biomolecules in complex biological systems such as the intracellular space.

A self-assembling NHC-PD-loaded calixarene as a potent catalyst for the Suzuki-Miyaura cross-coupling reaction in water

Nanoformulated calix[8]arenes functionalized with N-heterocyclic carbene (NHC)palladium complexes were found to be efficient nano-reactors for Suzuki-Miyaura cross-coupling reactions of water soluble iodo- and bromoaryl compounds with cyclic triol arylborates at low temperature in water without any organic co-solvent. Combined with an improved one-step synthesis of triol arylborates from boronic acid, this remarkably efficient new tool provided a variety of 40-arylated phenylalanines and tyrosines in good yields at low catalyst loading with a wide functional group tolerance.

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).