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

• 24424-99-5 di-tert-butyl dicarbonate 
• 123-30-8 4-amino-phenol 
• 153757-00-7 4-<(tert-butoxycarbonyl)amino>phenyl N-(5-chloro-2-hydroxyphenyl)carbamate 
• 23197-23-1 4-hydroxyphenylhydrazine 
• 2050-16-0 4,4'-dihydroxyazobenzene 
• 51-78-5 p-aminophenol hydrochloride 
• 404586-94-3 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline 
• 157427-91-3 [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester 
• 194869-13-1 tert-Butyl (4-((triisopropylsilyl)oxy)phenyl)carbamate 
• 34619-03-9 tert-butyldicarbonate 
• 224309-64-2 tert-butyl N-(4-hydroxycyclohexyl)carbamate 
• 51779-32-9 iminodicarboxylic acid di-tert-butyl ester 
• 159217-89-7 N-Boc-4-iodoaniline 
• 89985-91-1 tert-butyl pyridin-2-yl carbonate 

Downstream Products

• 157427-91-3 [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester 
• 153756-89-9 4-<(tert-butoxycarbonyl)amino>phenyl chloroformate 
• 251996-49-3 [4-(5-chloro-4-formylpyridin-3-yloxy)phenyl]carbamic acid tert-butyl ester 
• 569351-28-6 (+/-)-3-[3-(4-tert-butylcarbamylphenoxy)propyl]-9-methyl-1,2,3,4-tetrahydrocarbazole 
• 123-30-8 4-amino-phenol 
• 669700-49-6 (S)-{4-[2-hydroxy-2-(4-nitro-3-trifluoromethylphenylcarbamoyl)propoxy]phenyl}carbamic acid tert-butyl ester 
• 862075-10-3 {4-[2-(4-cyano-3-iodo-phenylcarbamoyl)-2-hydroxy-propoxy]-phenyl}-carbamic acid tert-butyl ester 
• 866021-31-0 tert-butyl 4-(2-(dimethylamino)ethoxy)phenylcarbamate 
• 866021-30-9 tert-butyl ((4-(2-piperidin-1-yl)ethoxy)phenyl)carbamate 
• 883909-78-2 6-chloromethyl-2-oxo-2H-chromene-3-carboxylic acid 4-tert-butoxycarbonylamino-phenyl ester 
• 903886-67-9 [4-(5-bromothiazol-2-yloxy)phenyl]carbamic acid tert-butyl ester 
• 850218-74-5 (S)-{4-[2-(4-cyano-3-trifluoromethylphenylcarbamoyl)-2-hydroxypropoxy]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 
• 944085-06-7 C₃₂H₄₈N₂O₁₀ 

Relevant articles and documents

Iron-catalyzed arene C-H hydroxylation

The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.

Evaluation of 2-(piperidine-1-yl)-ethyl (PIP) as a protecting group for phenols: Stability to ortho-lithiation conditions and boiling concentrated hydrobromic acid, orthogonality with most common protecting group classes, and deprotection via Cope elimination or by mild Lewis acids

A new protecting group, 2-(piperidine-1-yl)-ethyl (PIP), was evaluated as a protecting group for phenols. The PIP group was stable to ortho-lithiation conditions and refluxing with concentrated hydrobromic acid. Deprotection was accomplished by two routes, oxidation to N-oxides followed by Cope elimination (CE) and subsequent hydrolysis or ozonolysis of the vinyl ether or one-step deprotection by BBr3?Me2S. The PIP group is orthogonal to the O-benzyl, O-acetyl, O-t-butyldiphenylsilyl, O-methyl, O-p-methoxybenzyl, O-allyl, O-tetrahydropyranyl and N-t-butoxy carbonyl groups. The CE step was systematically studied and was found to give higher yields when the reaction was performed in the presence of silylating agents.

Salicylaldehyde Schiff base derivative based on ureido pyrimidone, and supramolecular polymer

The invention relates to a salicylaldehyde Schiff base derivative and a supramolecular polymer, and particularly discloses a salicylaldehyde Schiff base derivative based on ureido pyrimidone, and a supramolecular polymer formed by orthogonally self-assemb