54840-30-1

Usage

Uses

Used in Organic Synthesis:
Tert-butyl (4-(prop-2-yn-1-yloxy)phenyl)-carbamate is used as a building block or intermediate in the synthesis of various organic compounds. Its carbamate group can undergo a range of reactions, such as hydrolysis, amination, and substitution, enabling the formation of diverse molecular structures.
Used in Chemical Research:
tert-butyl (4-(prop-2-yn-1-yloxy)phenyl)-carbamate serves as a valuable research tool in the field of chemistry, particularly in studying the reactivity and properties of carbamates and their derivatives. Its unique structure allows chemists to investigate the effects of steric hindrance and electronic properties on the compound's behavior in various chemical reactions.
Used in Pharmaceutical Industry:
Tert-butyl (4-(prop-2-yn-1-yloxy)phenyl)-carbamate may be employed as a starting material or intermediate in the development of pharmaceutical compounds. Its reactivity and structural features can be utilized to design and synthesize new drug candidates with potential therapeutic applications.
Used in Material Science:
tert-butyl (4-(prop-2-yn-1-yloxy)phenyl)-carbamate's unique structure and properties may also find applications in the development of new materials, such as polymers, coatings, or adhesives. Its reactivity and compatibility with other molecules can contribute to the creation of materials with specific properties or functions.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 123-30-8 4-amino-phenol 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 106-96-7 propargyl bromide 

Downstream Products

• 1384484-60-9 tert-butyl 4,4'-(2,4-hexadiyne-1,6-diylbis(oxy))bis(4,1-phenylene)dicarbamate 
• 1384873-11-3 (E)-p-[p′-(propargyloxy)phenylazo]phenol 
• 1313211-58-3 4-(4-(prop-2-yn-1-yloxy)phenyl)-3H-1,2,4-triazole-3,5(4H)-dione 
• 1313211-51-6 4-(4-(prop-2-yn-1-yloxy)-phenyl)-1,2,4-triazolidine-3,5-dione 

Relevant academic research and scientific papers

Substituted 4-(1H-1,2,3-triazol-1-yl)-tetrafluorobenzoates: Selective synthesis and structure

Regioselective, simple and fast synthesis of a series of [2 + 3]-cycloaddition products, 2-11, 4-(4-RC2HN3)C6F4CO2Et (2: R = Ph; 3: R = CMe2OH; 4: R = CH2OH; 5: R = CO2Et; 6: R = n-C5H11; 7: R = CH2O-o-C6H4CHO; 8: R = CH2O-p-C6H4NHBoc; 9: R = CH2O-p-C6H4CH2OH; 10: R = CH2O2CC6F5; 11: R = p-C6H4Bu-t), in reaction between ethyl 4-azido-2,3,5,6-tetrafluorobenzoate, 1, and a number of substituted alkynes was elaborated under conditions of copper-catalyzed click chemistry reaction. The optimized conditions include application of CuBr and Et3N in dichloromethane. The structure of compounds 2-11 was investigated in solution by 1D and 2D NMR and IR spectroscopy. The molecular structure of 2 in solid state was established by X-ray analysis.

Bioisosteric Replacement of Amide Group with 1,2,3-Triazoles in Acetaminophen Addresses Reactive Oxygen Species-Mediated Hepatotoxic Insult in Wistar Albino Rats

Acetaminophen (AP) is a popularly recommended over-the-counter analgesic-antipyretic in clinical use. However, the drug is handicapped by the occurrence of hepatotoxic insult following acute ingestion. Consequently, AP-induced hepatotoxicity is often impl

Divinylsulfonamides enable the construction of homogeneous antibody–drug conjugates

Methods that site-specifically attach payloads to an antibody with controlled DAR (Drug-Antibody Ratio) are highly desirable for the generation of homogeneous antibody-drug conjugates (ADCs). We describe the use of N-phenyl-divinylsulfonamide scaffold as

Antibody-medicine conjugate targeting EGFR and preparation method and application thereof

The invention relates to an antibody-medicine conjugate targeting an EGFR. The antibody-medicine conjugate targeting the EGFR is characterized in that the antibody-medicine conjugate of a structure shown in a formula I or pharmaceutically-accepted salt or solvate is involved. According to a structural formula of the antibody-medicine conjugate targeting the EGFR, n represents the medicine-antibody proportion and is 3-5; R is O or CONH or NHCO; R is in para-position or meta-position; p is 1-6; m is 0-20. According to the antibody-medicine conjugate targeting the EGFR, based on a bis-ethylene sulfamide connection connexin technology, the antibody-medicine conjugate targeting the EGFR is synthesized for the first time. According to the antibody-medicine conjugate targeting the EGFR, internal sulphur-sulphur bonds of an antibody are broken and then bridged, the conjugate with good uniformity and DAR of about 4 can be obtained, and the antibody is wide in application range.

N-Phenyl-N-aceto-vinylsulfonamides as Efficient and Chemoselective Handles for N-Terminal Modification of Peptides and Proteins

A number of vinylsulfonamides were synthesized and screened to identify reagents that can be used to modify octreotide under biological pH and room temperature with improved efficiency. N-Phenyl-N-aceto-vinylsulfonamide exhibits higher reactivity and has emerged as an efficient reagent that has the ability to realize the selective modification of peptides and proteins at the N-terminus via aza-Michael addition. We showed that, after conjugation of peptides and proteins with the reagent containing a bioorthogonal functional group, the derivatives could be further labelled by functionalities, including fluorescent tags, modified drugs and polyethylene glycol (PEG) polymers without the need for prior treatment. Somatostatin, lysozyme, and RNaseA were selectively modified at the N-terminus, which illustrated the application of the method.

A convenient method for multicolour labelling of proteins with BODIPY fluorophores via tyrosine residues

Fluorescence is an essential imaging modality for labelling and visualising cells and sub-cellular structures. Multicolour labelling is especially challenging due to differences in physicochemical and photophysical behaviour of structurally unrelated fluorophores in the heterogeneous environments found in sub-cellular compartments. Herein, we report the conjugation of three azide-bearing BODIPYs with similar core structures but widely different emission wavelengths (green, red and NIR) to tyrosine residues of a model globular protein (BSA) via a common linking methodology. The resulting BODIPY-BSA conjugates have demonstrated multi-wavelength fluorescence emission for biological applications. Fluorescence imaging was performed in HeLa cells through live cell confocal microscopy imaging, with good intracellular location visualisation observed.

Divinyl sulfamide linker as well as preparation and application thereof

The invention provides a divinyl sulfamide linker as well as preparation and an application thereof. The divinyl sulfamide linker has the structural formula shown in the formula I or the formula II. One end of the novel divinyl sulfamide linker can be cou

Synthesis of Hetero-bifunctional Azobenzene Glycoconjugates for Bioorthogonal Cross-Linking of Proteins

Modification of proteins with azobenzene derivatives allows their form and function to be controlled by photochemical E/Z isomerization of the azobenzene N=N bond. Because azobenzene glycoconjugates (ABGs) are particularly promising cross-linkers for the

Metal-free synthesis of fluorinated indoles enabled by oxidative dearomatization

Nitrogen heterocycles are found in a majority of approved small-molecule pharmaceuticals, and the number of approved fluorinated drugs is increasing each decade. Therefore, new approaches for accessing fluorinated nitrogen heterocycles are of great significance. A novel, scalable, and metal-free method for accessing a wide range of fluorinated indoles is described. This oxidative-dearomatization-enabled approach assembles 2-trifluoromethyl NH-indole products from simple commercially available anilines with hexafluoroacetylacetone in the presence of an organic oxidant. The nature of the aniline N-capping group is critical for the success of this new reaction. Furthermore, the indole products contain a 3-trifluoroacetyl group, which can be exploited to access a plethora of useful functional groups.

METHODS FOR POST-FABRICATION FUNCTIONALIZATION OF POLY(ESTER UREAS)

Amino acid-based poly(ester urea)s (PEU) are emerging as a class of polymers that have shown promise in regenerative medicine applications. Embodiments of the invention relate to the synthesis of PEUs carrying pendent "clickable" groups on modified tyrosine amino acids. The pendent species include alkyne, azide, alkene, tyrosine-phenol, and ketone groups. PEUs with Mw exceeding 100k Da were obtained via interfacial polycondensation methods and the concentration of pendent groups was varied by copolymerization. The incorporation of derivatizable functionalities is demonstrated using 1H NMR and UV-Vis spectroscopy methods. Electrospinning was used to fabricate PEU nanofibers with a diameters ranging from 350 nm to 500 nm. The nanofiber matricies possess mechanical strengths suitable for tissue engineering (Young's modulus: 30045 MPa; tensile stress: 8.51.2 MPa). A series of bioactive peptides and fluorescent molecules were conjugated to the surface of the nanofibers following electrospinning using bio-orthogonal reactions in aqueous media.