54840-15-2

Usage

Uses

Used in Pharmaceutical Industry:
4-N-BOC-AMINOPHENOL is used as a protecting agent for amines during the solid-phase synthesis of peptides. The Boc group provides a stable and easily removable protection for the amine, enabling selective reactions and preventing unwanted side reactions.
Used in Chemical Synthesis:
4-N-BOC-AMINOPHENOL is used as a precursor to produce [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-carbamic acid tert-butyl ester at ambient temperature. This reaction requires the use of reagent imidazole and solvents dimethylformamide (DMF) and dichloromethane (CH2Cl2), which facilitate the formation of the desired product.

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 
• 380430-49-9 [4-(tert-butoxycarbonylamino)phenyl]boronic acid 
• 100-02-7 4-nitro-phenol 

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 
• 866021-31-0 tert-butyl 4-(2-(dimethylamino)ethoxy)phenylcarbamate 
• 866021-30-9 tert-butyl ((4-(2-piperidin-1-yl)ethoxy)phenyl)carbamate 
• 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 
• 433226-08-5 2-nitro-5-(4-(tert-butoxycarbonylamino)phenoxy)pyridine-3-ylamine 
• 95932-40-4 tert-butyl (4-((tert-butoxycarbonyl)oxy)phenyl)carbamate 

Relevant academic research and scientific papers

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.

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

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.

Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines

Thiamin hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature. The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alcohol without racemization in high yield. Thiamin hydrochloride is stable, economical, easy to handle and environmentally friendly.

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.

Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions

Nanocerium oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. 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.

Smart supramolecular nanofibers and nanoribbons from uniform amphiphilic azobenzene oligomers

A series of self-assembled 1D nanostructures, including straight and helix nanofibers, nanoribbons, and nanobelts, were fabricated from uniform amphiphilic azobenzene oligomers with tunable molecular weight and side chain functionality, promoted by multiple and cooperative supramolecular interactions. Additionally, the morphological transformation of the nanofibers was achieved during the photoisomerization process.

Selective hydroboration of equilibrating allylic azides

The iridium(i)-catalyzed hydroboration of equilibrating allylic azides is reported to provide only the anti-Markovnikov product of alk-1-ene isomers in good yields and with good functional group tolerance.

POLYAROMATIC UREA DERIVATIVES AND THEIR USE IN THE TREATMENT OF MUSCLE DISEASES

The current invention provides urea derivatives, in particular compounds having the core structure heteroaryl-NH-CO-NH-aryl-O- heteroaryl, for use in treating, ameliorating, delaying, curing and/ or preventing a disease or condition associated with muscle cells and/or satellite cells, such as Duchenne muscular dystrophy, Becker muscular dystrophy, cachexia or sarcopenia.

Danshensu derivativeS as well as preparation method and medical application thereof

The invention discloses Danshensu derivatives as well as a preparation method and medical application thereof. The derivatives have a general structure as shown in a general formula (I) shown in the specification, wherein R1 represents OH or OCH3; R2 represents H or Ac; and R3 represents a first structure, a second structure or a third structure shown in the specification. Compared with a raw material medicine, the derivatives synthesized by the invention have the advantages that the fat solubility is increased, so that the derivatives can penetrate through the blood-brain barrier (BBB), the medicine stability is greatly improved, and the curative effect is further improved. Therefore, the derivatives disclosed by the invention can be applied to preparation of drugs for preventing, treating, treating and/or reducing the cerebral infarction volume of a patient, improving the balance coordination ability of the patient and other diseases, and a new therapeutic drug is provided for preventing and treating cerebrovascular or cranial nerve diseases.