tert-Butyl (3-(1-aminoethyl)phenyl)carbamate

Base Information

• Chemical Name: tert-Butyl (3-(1-aminoethyl)phenyl)carbamate
• CAS No.: 886362-19-2
• Molecular Formula: C13H20N2O2
• Molecular Weight: 236.31
• Hs Code.: 2924299090
• European Community (EC) Number: 851-202-8
• DSSTox Substance ID: DTXSID90587633
• Mol file: 886362-19-2.mol

Synonyms:886362-19-2;tert-Butyl (3-(1-aminoethyl)phenyl)carbamate;3-(1'-Aminoethyl)-1-N-Boc-aniline;tert-Butyl N-[3-(1-aminoethyl)phenyl]carbamate;3-(1-Aminoethyl)-1-N-Boc-aniline;tert-Butyl(3-(1-aminoethyl)phenyl)carbamate;tert-Butyl [3-(1-aminoethyl)phenyl]carbamate;1-(3-(BOC-AMINO)-PHENYL)-ETHYLAMINE;SCHEMBL546162;DTXSID90587633;IUBFAZSFGODJPA-UHFFFAOYSA-N;MFCD03839828;AKOS005257521;MCULE-8664330835;SB77017;SS-4102;3-(1''-Aminoethyl)-1-N-Boc-aniline;DB-031874;CS-0171997;A13941;EN300-1879292;Q-102409;1-ACETYL-2,3,5-TRI-O-BENZOYL-B-L-RIBOFURANOSE

Chemical Property of tert-Butyl (3-(1-aminoethyl)phenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.000923mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 303.6 °C at 760 mmHg
• Flash Point: 137.4 °C
• PSA: 64.35000
• Density: 1.095 g/cm³
• LogP: 3.82660
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 236.152477885
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl N-[3-(1-aminoethyl)phenyl]carbamate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)NC(=O)OC(C)(C)C)N

Technology Process of tert-Butyl (3-(1-aminoethyl)phenyl)carbamate

There total 1 articles about tert-Butyl (3-(1-aminoethyl)phenyl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

α-(3-aminophenyl)ethylamine (129725-48-0,1202057-39-3) + di-tert-butyl dicarbonate (24424-99-5) → (RS)-3-(1-aminoethyl)-N-(tert-butoxycarbonyl)phenylamine (886362-19-2)

Guidance literature:

With acetic acid; In 1,4-dioxane; water; at 20 ℃; pH=4.5; regioselective reaction;

DOI:10.1055/s-0028-1083290

Reference yield:

(RS)-3-(1-aminoethyl)-N-(tert-butoxycarbonyl)phenylamine (886362-19-2) + 2-(5-(7,8-dichloro-3-fluoro-1,5-naphthyridin-2-yl)pyrimidin-2-yl)propan-2-ol → tert-butyl (3-(1-((3-chloro-7-fluoro-6-(2-(2-hydroxypropan-2-yl)pyrimidin-5-yl)-1,5-naphthyridin-4-yl)amino)ethyl)phenyl)carbamate

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

(RS)-3-(1-aminoethyl)-N-(tert-butoxycarbonyl)phenylamine (886362-19-2) + 2-(5-(7,8-dichloro-3-fluoro-1,5-naphthyridin-2-yl)pyrimidin-2-yl)propan-2-ol → (±)-2-(5-(8-((1-(3-aminophenyl)ethyl)amino)-7-chloro-3-fluoro-1,5-naphthyridin-2-yl)pyrimidin-2-yl)propan-2-ol

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; sodium t-butanolate; In 1,4-dioxane; dichloromethane;

upstream raw materials:

α-(3-aminophenyl)ethylamine

di-tert-butyl dicarbonate

Refernces