54840-15-2

Basic information

• Product Name: 4-N-BOC-AMINOPHENOL
• Synonyms: N-BOC-4-HYDROXY ANILINE;4-(BOC-AMINO)PHENOL;4-N-BOC-AMINOPHENOL;(4-HYDROXY-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER;Carbamic acid, (4-hydroxyphenyl)-, 1,1-dimethylethyl ester (9CI);tert-butyl 4-hydroxyphenylcarbamate;1,1-DiMethylethyl (4-hydroxyphenyl)carbaMate;tert-Butyl N-(4-hydroxyphenyl)carbamate
• CAS NO: 54840-15-2
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.24
• Product Categories: N-BOC
• Mol File: 54840-15-2.mol
• Article Data: 116

Chemical Properties

• Melting Point: 143-147 °C(lit.)
• Boiling Point: 288.7 °C at 760 mmHg
• Flash Point: 128.4 °C
• Appearance: /
• Density: 1.182 g/cm³
• Vapor Pressure: 0.00133mmHg at 25°C
• Refractive Index: 1.569
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 10.13±0.26(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 4-N-BOC-AMINOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-BOC-AMINOPHENOL(54840-15-2)
• EPA Substance Registry System: 4-N-BOC-AMINOPHENOL(54840-15-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 54840-15-2(Hazardous Substances Data)

Usage

Uses

4-(Boc-amino)phenol, is used to protect amine in the solid phase synthesis of peptides, used to produce [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester at ambient temperature. This reaction will need reagent imidazole and solvent dimethylformamide, CH2Cl2.

InChI:InChI=1/C11H15NO3/c1-11(2,3)15-10(14)12-8-4-6-9(13)7-5-8/h4-7,13H,1-3H3,(H,12,14)

Upstream product

• 23197-23-1 4-hydroxyphenylhydrazine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2050-16-0 4,4'-dihydroxyazobenzene 
• 194869-13-1 tert-Butyl (4-((triisopropylsilyl)oxy)phenyl)carbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 123-30-8 4-amino-phenol 
• 100-02-7 4-nitro-phenol 
• 380430-49-9 [4-(tert-butoxycarbonylamino)phenyl]boronic acid 
• 6627-89-0 tert-butyl phenyl carbonate 
• 89985-91-1 tert-butyl pyridin-2-yl carbonate 
• 159217-89-7 N-Boc-4-iodoaniline 
• 51779-32-9 iminodicarboxylic acid di-tert-butyl ester 
• 224309-64-2 tert-butyl N-(4-hydroxycyclohexyl)carbamate 
• 34619-03-9 tert-butyldicarbonate 

Downstream Products

• 153756-89-9 4-<(tert-butoxycarbonyl)amino>phenyl chloroformate 
• 569351-28-6 (+/-)-3-[3-(4-tert-butylcarbamylphenoxy)propyl]-9-methyl-1,2,3,4-tetrahydrocarbazole 
• 123-30-8 4-amino-phenol 
• 850218-74-5 (S)-{4-[2-(4-cyano-3-trifluoromethylphenylcarbamoyl)-2-hydroxypropoxy]phenyl}carbamic acid tert-butyl ester 
• 669700-49-6 (S)-{4-[2-hydroxy-2-(4-nitro-3-trifluoromethylphenylcarbamoyl)propoxy]phenyl}carbamic acid tert-butyl ester 
• 737795-96-9 (R)-{4-[2-hydroxy-2-(4-nitro-3-trifluoromethylphenylcarbamoyl)propoxy]phenyl}carbamic acid tert-butyl ester 
• 675184-77-7 tert-butyl {4-[(2,5-dimethylbenzyl)oxy]phenyl}carbamate 
• 872037-66-6 {4-[1-(2,6-dichloro-benzoyl)-piperidin-4-yloxy]-phenyl}-carbamic acid tert-butyl ester 
• 943772-55-2 [4-(2-nitro-4-p-tolylcarbamoyl-phenoxy)-phenyl]-carbamic acid tert-butyl ester 
• 943774-73-0 {4-[2-nitro-4-(4-trifluoromethyl-phenylcarbamoyl)-phenoxy]-phenyl}-carbamic acid tert-butyl ester 
• 943771-08-2 {4-[4-(4-bromo-phenylcarbamoyl)-2-nitro-phenoxy]phenyl}-carbamic acid tert-butyl ester 
• 943775-12-0 {4-[4-(5-chloro-pyridin-2-ylcarbamoyl)-2-nitro-phenoxy]-phenyl}-carbamic acid tert-butyl ester 
• 936801-52-4 tert-butyl 4-(2-morpholin-4-ylethoxy)phenylcarbamate 
• 1170318-71-4 tert-butyl (4-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)phenyl)carbamate 

Relevant articles and documents

Synthesis of highly potent anti-inflammatory compounds (ROS inhibitors) from isonicotinic acid

In search of anti-inflammatory compounds, novel scaffolds containing isonicotinoyl motif were synthesized via an efficient strategy. The compounds were screened for their in vitro antiinflammatory activity. Remarkably high activities were observed for isonicotinates 5-6 and 8a-8b. The compound 5 exhibits an exceptional IC50 value (1.42 ± 0.1 μg/mL) with 95.9% inhibition at 25 μg/mL, which is eight folds better than the standard drug ibuprofen (11.2 ± 1.9 μg/mL). To gain an insight into the mode of action of anti-inflammatory compounds, molecular docking studies were also performed. Decisively, further development and fine tuning of these isonicotinates based scaffolds for the treatment of various aberrations is still a wide-open field of research.

Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate

The sulfated polyborate catalyzed an efficient and chemoselective N-tert-butyloxycarbonylation of amines under ultrasonic irradiation is developed. A broad substrate scope has been demonstrated for N-Boc protection of various primary/secondary amines. It allows converting several aliphatic/aryl/heteroaryl amines, amino alcohol, aminoester, and chiral amines to their N-Boc-protected derivatives under solvent-free conditions with excellent yields. The protocol has several advantages such as easy catalyst, and product isolation, short reaction time, excellent yields, outstanding chemoselectivity, and catalyst recyclability, among others. This makes the process practicable, economical, and environmentally benign.

Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions

Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at room temperature. The variety of functionalized aliphatic, aromatic and heteroaromatic amines efficiently undergoes the N-tert-butyloxycarbonylation under the developed protocol. The aminoalcohol, aminophenol, aminoester as well as various chiral amines underwent the chemoselective N-Boc protection under the optimized reaction condition. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.