120157-97-3

Basic information

• Product Name: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE
• Synonyms: [2-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL 4-BROMOPHENETHYLCARBAMATE;N-BOC-P-BROMOPHENETHYL AMINE;N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE;N-Boc-4-Bromophenethylamine;CarbaMic acid, N-[2-(4-broMophenyl)ethyl]-, 1,1-diMethylethyl ester;tert-butyl N-[2-(4-broMophenyl)ethyl]carbaMate
• CAS NO: 120157-97-3
• Molecular Formula: C₁₃H₁₈BrNO₂
• Molecular Weight: 300.19
• Mol File: 120157-97-3.mol
• Article Data: 50

Chemical Properties

• Melting Point: 58-59 °C
• Boiling Point: 389.6 °C at 760 mmHg
• Flash Point: 189.4 °C
• Appearance: /
• Density: 1.287 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.59±0.46(Predicted)
• CAS DataBase Reference: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE(120157-97-3)
• EPA Substance Registry System: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE(120157-97-3)

Safety Data

• Hazardous Substances Data: 120157-97-3(Hazardous Substances Data)

Usage

Uses

N-Boc-2-(4-bromophenyl)ethylamine is a reagent used in the preparation of second-generation dual inhibitors of Cysteine protease falcipain-?2 (FP-?2) and Plasmodium falciparum dihydrofolate reductase (PfDHFR) which are crucial to malarial parasites. Also used in the preparation of indole-2-carboxamides as novel allosteric modulators of the cannabinoid (CB-1) receptor.

InChI:InChI=1/C13H18BrNO2/c1-13(2,3)17-12(16)15-9-8-10-4-6-11(14)7-5-10/h4-7H,8-9H2,1-3H3,(H,15,16)

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 24424-99-5 di-tert-butyl dicarbonate 
• 73918-56-6 4-Bromophenethylamine 
• 144-55-8 sodium hydrogencarbonate 
• 16532-79-9 4-Bromophenylacetonitrile 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 

Downstream Products

• 132690-91-6 4-[2-(tert-butyloxycarbonylamino)ethyl]benzoic acid 
• 1418212-16-4 tert-butyl 4-(pyridin-2-yl)phenethylcarbamate 
• 1433010-52-6 tert-butyl 4-[3-(trifluoromethyl)diaziridin-3-yl]phenethylcarbamate 
• 1433010-59-3 tert-butyl 4-[2,2,2-trifluoro-1-(hydroxyimino)ethyl]phenethylcarbamate 
• 1433010-66-2 tert-butyl 4-(2,2,2-trifluoro-1-((tosyloxy)imino)ethyl)phenethylcarbamate 
• 1433010-73-1 tert-butyl 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenethylcarbamate 
• 1433010-80-0 2-{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl}ethanamine 
• 1433011-00-7 (3aS,4S,6R,6aR)-6-[6-amino-2-(4-azidophenethylamino)-9H-purin-9-yl]-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide 
• 1433011-20-1 (2S,3S,4R,5R)-5-[6-amino-2-(4-azidophenethylamino)-9H-purin-9-yl]-N-ethyl-3,4-dihydroxytetrahydrofuran-2-carboxamide 
• 1433010-32-2 tert-butyl 4-azidophenethylcarbamate 
• 1433010-45-7 tert-butyl 4-(2,2,2-trifluoroacetyl)phenethylcarbamate 

Relevant articles and documents

Studies toward the development of new silicon-containing building blocks for the direct 18F-labeling of peptides

Silicon-containing prosthetic groups have been conjugated to peptides to allow for a single-step labeling with 18F radioisotope. The fairly lipophilic di-tert-butylphenylsilane building block contributes unfavorably to the pharmacokinetic profile of bombesin conjugates. In this article, theoretical and experimental studies toward the development of more hydrophilic silicon-based building blocks are presented. Density functional theory calculations were used to predict the hydrolytic stability of di-tert-butylfluorosilanes 2-23 with the aim to improve the in vivo properties of 18F-labeled silicon-containing biomolecules. As a further step toward improving the pharmacokinetic profile, hydrophilic linkers were introduced between the lipophilic di-tert-butylphenylsilane building block and the bombesin congeners. Increased tumor uptake was shown with two of these peptides in xenograft-bearing mice using positron emission tomography and biodistribution studies. The introduction of a hydrophilic linker is thus a viable approach to improve the tumor uptake of 18F-labeled silicon-bombesin conjugates.

Direct Access to Primary Amines from Alkenes by Selective Metal-Free Hydroamination

Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal-free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α-branched, and α-tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas.

COMPOUNDS

Compounds of general formula (I) wherein R1, R2, R3, R4 and X are as defined herein are inhibitors of the epithelial sodium channel (ENaC) and are useful for the treatment or prevention respiratory diseases and

Amphiphilic Polymeric Nanoparticles for Photoredox Catalysis in Water

Photoredox catalysis has recently emerged as a powerful synthesis tool in organic and polymer chemistry. In contrast to the great achievements realized in organic solvents, performing photocatalytic processes efficiently in aqueous media encounters several challenges. Here, it is presented how amphiphilic single-chain polymeric nanoparticles (SCPNs) can be utilized as small reactors to conduct light-driven chemical reactions in water. By incorporating a phenothiazine (PTH) catalyst into the polymeric scaffold, metal-free reduction and C?C cross-coupling reactions can be carried out upon exposure to UV light under ambient conditions. The versatility of this approach is underlined by a large substrate scope, tolerance towards oxygen, and excellent recyclability. This approach thereby contributes to a sustainable and green way of implementing photoredox catalysis.