104060-23-3

Basic information

• Product Name: N-Boc-2-(4-aminophenyl)ethanol
• Synonyms: N-Boc-2-(4-aminophenyl)ethanol;tert-Butyl (4-(2-hydroxyethyl)phenyl)carbamate;N-Boc-2-(4-Aminophenyl);tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate
• CAS NO: 104060-23-3
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.297
• Mol File: 104060-23-3.mol
• Article Data: 44

Chemical Properties

• Boiling Point: 321.8°C at 760 mmHg
• Flash Point: 148.4°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 0.000121mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-Boc-2-(4-aminophenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-2-(4-aminophenyl)ethanol(104060-23-3)
• EPA Substance Registry System: N-Boc-2-(4-aminophenyl)ethanol(104060-23-3)

Safety Data

• Hazardous Substances Data: 104060-23-3(Hazardous Substances Data)

Usage

General Description

N-Boc-2-(4-aminophenyl)ethanol, also known as N-Boc-ortho-amino phenyl ethanol, is a chemical compound containing a Boc (tert-butoxycarbonyl) protecting group, a 2-(4-aminophenyl)ethanol functional group, and an ethanol moiety. It is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. The Boc group serves to protect the amine functionality, allowing for selective reactions at other functional groups. The compound is often utilized in medicinal chemistry for the preparation of potential drug candidates or in organic synthesis for the creation of complex molecules. Its versatile reactivity and functional groups make N-Boc-2-(4-aminophenyl)ethanol a valuable intermediate in the production of a wide range of chemical compounds.

InChI:InChI=1/C13H19NO3/c1-13(2,3)17-12(16)14-11-6-4-10(5-7-11)8-9-15/h4-7,15H,8-9H2,1-3H3,(H,14,16)

Upstream product

• 123-91-1 1,4-dioxane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 104-10-9 2-(4'-aminophenyl)ethyl alcohol 
• 218139-11-8 tert-butyl N-{4-[2-(4-formylphenoxy)ethyl]phenyl}carbamate 
• 100-27-6 2-(4-nitrophenyl)ethanol 
• 112918-77-1 methyl 2-(4-((tert-butoxycarbonyl)amino)phenyl)acetate 
• 623-04-1 4-aminobenzenemethanol 
• 81196-09-0 2-(4-(tert-butoxycarbonylamino)phenyl)acetic acid 
• 92814-31-8 4-amino-phenethyl alcohol; hydrochloride 
• 404586-94-3 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline 

Downstream Products

• 327985-14-8 4-(2-fluoroethyl)aniline 
• 457631-44-6 4-(2-aminoethyl)-N-(tert-butoxycarbonyl)phenylamine 
• 13472-00-9 p-Aminophenethylamine 
• 1289627-61-7 tert-butyl N-[4-(2-iodoethyl)phenyl]carbamate 
• 251454-46-3 3-{4-[2-(4-tert-butoxycarbonylaminophenyl)ethoxy]-phenyl}-2-ethoxypropanoic acid ethyl ester 
• 218943-57-8 1-(2-bromoethyl)(4-t-butoxycarbonylamino)benzene 
• 717901-88-7 [4-(2-{2-Chloro-5-[(3,4,5,6-tetrahydro-2H-[1,4']bipyridinyl-4-ylmethyl)-carbamoyl]-phenoxy}-ethyl)-phenyl]-carbamic acid tert-butyl ester 
• 371226-24-3 9-[(4-tert-butoxyformamido)phenethyl]-9-azabicyclo[3.3.1]nonan-3α-yl N-(2-methoxy-5-methylphenyl)carbamate 
• 695171-95-0 diphenyl 1-benzyloxycarbonylamino-2-(4-(tert-butyloxycarbonylamino)phenyl)ethanephosphonate 
• 934622-37-4 benzyl 2-(4-aminophenyl)-1-(diphenoxyphosphoryl)ethylcarbamate 
• 913239-59-5 di-(4-acetamidophenyl) 1-[(N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate 

Relevant articles and documents

Improved synthesis of the bifunctional chelator p-SCN-Bn-HOPO

The bifunctional ligand p-SCN-Bn-HOPO, which has four 1,2-hydroxypyridinone groups on a spermine backbone with an isothiocyanate linker, has been shown to be an efficient and stable chelator for Zr(iv) and, more importantly, the radioisotope 89Zr for use in radiolabeling antibodies for positron emission tomography (PET) imaging. Previous studies of 89Zr-HOPO-trastuzumab in mice showed low background, good tumor to organ contrast, and very low bone uptake which show p-SCN-Bn-HOPO to be an important next-generation bifunctional chelator for radioimmunoPET imaging with 89Zr. However, the reported synthesis of p-SCN-Bn-HOPO involves nine steps and multiple HPLC purifications with an overall yield of about 1.4%. Herein we report an improved and efficient synthesis of p-SCN-Bn-HOPO in four steps with 14.3% overall yield which will improve its availability for further biological studies and wider application in PET imaging. The new synthetic route also allows variation in linker length and chemistries which may be helpful in modifying in vivo clearance behaviors of future agents.

1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline: A novel and chemoselective tert-butoxycarbonylation reagent

(formula presented) The use of 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) as tert-butoxycarbonylation reagent for aromatic and aliphatic amine hydrochlorides and phenols in the absence of a base has been demonstrated. The reactions proceed chemoselectively in high yield under mild conditions.

D2 Dopamine Receptor G Protein-Biased Partial Agonists Based on Cariprazine

Functionally selective G protein-coupled receptor ligands are valuable tools for deciphering the roles of downstream signaling pathways that potentially contribute to therapeutic effects versus side effects. Recently, we discovered both Gi/o-bi