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
• Article Data: 6

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

Chemical Properties

Light yellow crystalline powder

Uses

It is employed as a reagent for the introduction of the TEOC-amino protecting group which can be cleaved by F-.

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

• 122903-68-8 N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 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 
• 954151-96-3 C₃₁H₃₉FN₂O₃Si 
• 954153-03-8 C₂₉H₃₅FN₂O₃Si 
• 922523-48-6 C₃₁H₅₁NO₇Si 
• 280141-72-2 C₂₂H₃₅N₃O₃Si 
• 845626-26-8 C₁₈H₂₈N₂O₂Si 
• 845626-27-9 C₂₀H₃₂N₂O₂Si 
• 1131006-67-1 [(3aR,6S,6aS)-1-((R)-1-phenylethyl)octahydrocyclopenta[b]pyrrol-6-yl]carbamic acid 2-trimethylsilanylethyl ester 
• 871553-73-0 2-(trimethylsilyl)ethyl [6-{[(2-methoxyethyl)amino]carbonyl}-5-(4-nitrophenyl)pyrrolo[2,1-f][1,2,4]triazin-4-yl]carbamate 
• 181701-30-4 4-oxo-piperidine-1-carboxylic acid 2-(trimethylsilyl)ethyl ester 
• 710354-59-9 4-(1-{1-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-2-hydroxy-ethylthiocarbamoyl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester 
• 710354-60-2 4-(1-{1-[1-(4-ethoxycarbonyl-thiazol-2-yl)-2-methyl-2,3-bis-triethylsilanyloxy-butylcarbamoyl]-2-hydroxy-ethylcarbamoyl}-2-phenylselanyl-propylcarbamoyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid 2-trimethylsilanyl-ethyl ester 

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.

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.

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.