80149-80-0

Basic information

• Product Name: TEOC-ONP
• Synonyms: 4-[2-(TriMethylsilyl)ethoxycarbonyloxy]nitrobenzene;4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate >=95.0% (NMR);4-Nitrophenyl (2-(trimethylsilyl);4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate≥ 98%(HPLC);4-Nitrophenyl 2-(trimethylsilyl)ethylecarbonate;4-NITROPHENYL 2-(TRIMETHYLSILYL)ETHYL CARBONATE;2-(TRIMETHYLSILYL)ETHYL 4-NITROPHENYL CARBONATE;2-(TRIMETHYLSILYL)ETHYL P-NITROPHENYL CARBONATE
• CAS NO: 80149-80-0
• Molecular Formula: C₁₂H₁₇NO₅Si
• Molecular Weight: 283.35
• EINECS: 279-406-7
• Mol File: 80149-80-0.mol

Chemical Properties

• Melting Point: 35-40 °C
• Boiling Point: 371.7 ºC at 760 mmHg
• Flash Point: 178.6 ºC
• Appearance: Pale yellow/Crystalline Powder
• Density: 1.147 g/cm³
• Vapor Pressure: 1.01E-05mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: 2-8°C
• Water Solubility: Slightly soluble in water.
• Sensitive: Moisture & Light Sensitive
• BRN: 4320585
• CAS DataBase Reference: TEOC-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: TEOC-ONP(80149-80-0)
• EPA Substance Registry System: TEOC-ONP(80149-80-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 8-10-21
• Hazardous Substances Data: 80149-80-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
TEOC-ONP is used as a reagent for the introduction of the TEOC-amino protecting group in chemical synthesis processes. The protecting group can be selectively removed by fluoride ions, allowing for controlled reactions and the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TEOC-ONP is used as a reagent for the synthesis of drug candidates. The TEOC-amino protecting group can be selectively cleaved by fluoride ions, enabling the development of prodrugs that can be activated in the body by enzymatic or chemical means.
Used in Bioconjugation:
TEOC-ONP is used as a reagent for the bioconjugation of biomolecules, such as peptides, proteins, and nucleic acids. The TEOC-amino protecting group allows for the selective attachment of these biomolecules to various carriers, such as nanoparticles or polymers, for applications in drug delivery, imaging, and diagnostics.
Used in Materials Science:
In materials science, TEOC-ONP is used as a reagent for the functionalization of materials, such as nanoparticles, polymers, and surfaces. The TEOC-amino protecting group can be selectively cleaved by fluoride ions, enabling the controlled attachment of functional groups and the development of advanced materials with tailored properties.

InChI:InChI=1/C12H17NO5Si/c1-19(2,3)9-8-17-12(14)18-11-6-4-10(5-7-11)13(15)16/h4-7H,8-9H2,1-3H3

Upstream product

• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 2916-68-9 2-(Trimethylsilyl)ethanol 
• 7693-46-1 4-Nitrophenyl chloroformate 

Downstream Products

• 181767-52-2 (S)-2-[2-(trimethylsilylethoxy)carbonylamino]propan-1-ol 
• 880344-77-4 Benzoic acid (2S,3R)-5-[(1R,3S)-1,3-dimethyl-4-(2-trimethylsilanyl-ethoxycarbonylamino)-butyl]-5-methoxy-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-tetrahydro-furan-3-yl ester 
• 181701-30-4 4-oxo-piperidine-1-carboxylic acid 2-(trimethylsilyl)ethyl ester 
• 464169-12-8 2-(trimethylsilyl)ethyl 4-[2-azido-1-(4-bromophenyl)ethyl]piperidinecarboxylate 
• 319474-21-0 (5-amino-4-fluoro-2-methyl-phenyl)-carbamic acid 2-trimethylsilanyl-ethyl ester 
• 74-85-1 ethene 
• 420-56-4 trimethylsilyl fluoride 
• 124-38-9 carbon dioxide 
• 14609-74-6 p-nitrophenolate 
• 615285-01-3 (2S,3R,5R,8S,10R)-3-Benzoyloxy-8,10-dimethyl-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-oxa-6-aza-spiro[4.5]decane-6-carboxylic acid 2-trimethylsilanyl-ethyl ester 
• 922523-49-7 C₃₀H₄₇NO₆Si 
• 935674-17-2 C₃₈H₄₉N₃O₇Si 
• 922523-48-6 C₃₁H₅₁NO₇Si 
• 954153-03-8 C₂₉H₃₅FN₂O₃Si 

Relevant articles and documents

COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES

The present disclosure relates to compounds according to Formulae (I), (II) and (VIII), useful for treating diseases.

MACROCYCLIC BROAD SPECTRUM ANTIBIOTICS

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of bacterial type 1 signal peptidase (SpsB), an essential protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

End-labeled amino terminated monotelechelic glycopolymers generated by ROMP and Cu(I)-catalyzed azide-alkyne cycloaddition

Functionalizable monotelechelic polymers are useful materials for chemical biology and materials science. We report here the synthesis of a capping agent that can be used to terminate polymers prepared by ring-opening metathesis polymerization of norbornenes bearing an activated ester. The terminating agent is a cis-butene derivative bearing a Teoc (2-trimethylsilylethyl carba-mate) protected primary amine. Post-polymerization modification of the polymer was accomplished by amidation with an azido-amine linker followed by Cu(I)-catalyzed azide-alkyne cycloaddition with propargyl sugars. Subsequent Teoc deprotection and conjugation with pyrenyl isothiocyanates afforded well-defined end-labeled glycopolymers.

Solid phase synthesis of benzylamine-derived sulfonamide library

Using solid phase synthesis, a library has been constructed of benzylamine-derived sulfonamides which have strong inhibitory activity against the blood coagulant thrombin. The library compounds were obtained in good yield and high purity; four of these thrombin inhibitors showed nanomolar potency (Ki 600-10 nM).

Studies in the Protection of Pyrrole and Indole Derivatives

Treatment of pyrrole (1a), 2,5-dimethylpyrrole (1b), indole (3a), 2-methylindole (3b), 3-methylindole (3c), 2,3-dimethylindole (3d), 1,2,3,4-tetrahydro-9H-carbazole (5a), 5,6,7,8,9,10-hexahydrocycloheptindole (5b), and 6,7,8,9,10,11-hexahydro-5H-cyclo-octindole (5c) with sodium hydride in tetrahydrofuran, followed by phenyl t-butyl carbonate (8) gives the corresponding N-t-butoxycarbonyl (t-BOC) derivatives in satisfactory yields.By using chlorodimethyl-t-butylsilane instead of (8), N-dimethyl-t-butylsilyl derivatives are obtained, also in satisfactory yields.The use of the 2-(trimethylsilyl)ethoxycarbonyl (TEOC) group for the N-protection of the indole system, and the pivaloyloxymethyl (POM) group for the N-protection of the pyrrole and indole systems is also described.