N-Benzyl albuterol

Base Information

• Chemical Name: N-Benzyl albuterol
• CAS No.: 24085-03-8
• Molecular Formula: C20H27 N O3
• Molecular Weight: 329.439
• Hs Code.: 2922509090
• European Community (EC) Number: 246-013-7
• UNII: 5H8WJ8C1XR
• DSSTox Substance ID: DTXSID80865134
• Nikkaji Number: J242.731A
• Wikidata: Q27262184
• Mol file: 24085-03-8.mol

Synonyms:N-Benzyl albuterol;24085-03-8;CCRIS 3458;EINECS 246-013-7;1-(4'-Hydroxy-3'-hydroxymethylphenyl)-2-(benzyl-tert-butylamino)ethanol;4-[2-[benzyl(tert-butyl)amino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol;Salbutamol EP Impurity E;UNII-5H8WJ8C1XR;5H8WJ8C1XR;alpha-((Benzyl-tert-butylamino)methyl)-m-xylene-4,alpha,alpha'-triol;alpha-[(Benzyl-tert-butylamino)methyl]-m-xylene-4,alpha,alpha'-triol;EC 246-013-7;1,3-Benzenedimethanol, a1-[[(1,1-dimethylethyl)(phenylmethyl)amino]methyl]-4-hydroxy-;(1RS)-2-[Benzyl(1,1-dimethylethyl)amino]-1-[4-hydroxy-3-(hydroxymethyl)phenyl]ethanol;4-(2-(BenZyl(tert-butyl)amino)-1-hydroxyethyl)-2-(hydroxymethyl)phenol;(1RS)-2-(BENZYL(1,1-DIMETHYLETHYL)AMINO)-1-(4-HYDROXY-3-(HYDROXYMETHYL)PHENYL)ETHANOL;SalbutamolEPImpurityE;N-BENZYLALBUTEROL;N-BENZYL SALBUTAMOL;SCHEMBL3825235;DTXSID80865134;(+/-)-N-BENZYL ALBUTEROL;MFCD02751869;N-BENZYL ALBUTEROL, (+/-)-;LS-188523;SALBUTAMOL IMPURITY E [EP IMPURITY];FT-0662670;SALBUTAMOL SULFATE IMPURITY E [EP IMPURITY];Q27262184;1-(4'-hydroxy-3'-hydroxymethyl phenyl)-2-(benzyl-tert-butylamino)ethanol;.ALPHA.1-BENZYL-TERT-BUTYLAMINOMETHYL-4-HYDROXY-M-XYLENE-.ALPHA.1,.ALPHA.3-DIOL;alpha-[1,1-Dimethylethyl(phenylmethyl)aminomethyl]-4-hydroxy-1,3-benzenedimethanol;.ALPHA.1-(((1,1-DIMETHYLETHYL)(PHENYLMETHYL)AMINO)METHYL)-4-HYDROXY-1,3-BENZENEDIMETHANOL;1,3-BENZENEDIMETHANOL, .ALPHA.1-(((1,1-DIMETHYLETHYL)(PHENYLMETHYL)AMINO)METHYL)-4-HYDROXY-;1,3-Benzenedimethanol, alpha(1)-(((1,1-dimethylethyl)(phenylmethyl)amino)methyl)-4-hydroxy-;M-XYLENE-.ALPHA.,.ALPHA.'-DIOL, .ALPHA.1-((BENZYL-TERT-BUTYLAMINO)METHYL)-4-HYDROXY-

Chemical Property of N-Benzyl albuterol

Chemical Property:

• Boiling Point: 496.0±33.0 °C(Predicted)
• PKA: 9.95±0.31(Predicted)
• Flash Point: 249.6oC
• PSA: 63.93000
• Density: 1.162±0.06 g/cm3(Predicted)
• LogP: 3.21860
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 329.19909372
• Heavy Atom Count: 24
• Complexity: 362

Purity/Quality:

99.9% ^*data from raw suppliers

N-BenzylAlbuterol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)N(CC1=CC=CC=C1)CC(C2=CC(=C(C=C2)O)CO)O
• Uses: N-Benzyl Albuterol is an impurity of Albuterol sulfate (A514500) (Salbutamol sulfate) bulk drug.

Technology Process of N-Benzyl albuterol

There total 5 articles about N-Benzyl albuterol 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: 81.0%

2-(Benzyl-tert-butyl-amino)-1-(4-hydroxy-3-hydroxymethyl-phenyl)-ethanone; hydrochloride → α-[(benzyl-tert-butylamino)methyl]-m-xylene-4,α,α'-triol (24085-03-8)

Guidance literature:

2-(Benzyl-tert-butyl-amino)-1-(4-hydroxy-3-hydroxymethyl-phenyl)-ethanone; hydrochloride; With sodium hydroxide; In methanol; water; for 0.5h;

With sodium tetrahydroborate; In methanol; water; at 20 ℃;

DOI:10.1021/acs.oprd.7b00261

Reference yield:

N-benzylsalbutamone (64092-10-0) → α-[(benzyl-tert-butylamino)methyl]-m-xylene-4,α,α'-triol (24085-03-8)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1021/jm00298a022

Reference yield:

Acetic acid 2-acetoxymethyl-4-[2-(benzyl-tert-butyl-amino)-acetyl]-phenyl ester; hydrochloride → α-[(benzyl-tert-butylamino)methyl]-m-xylene-4,α,α'-triol (24085-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl

2: NaBH₄

With hydrogenchloride; sodium tetrahydroborate;

DOI:10.1021/jm00298a022

upstream raw materials:

N-benzylsalbutamone

Salbutamol

benzyl chloride

Downstream raw materials:

acetate salt of salbutamol

2-(tert-butylamino)-1-(4-hydroxyl-3-methylphenyl)ethanol

Salbutamol

Refernces

• 1、 Leitch, David C.,Greene, Thomas F.,O'Keeffe, Roisin,Lovelace, Thomas C.,Powers, Jeremiah D.,Searle, Andrew D.. "A Combined High-Throughput Screening and Reaction Profiling Approach toward Development of a Tandem Catalytic Hydrogenation for the Synthesis of Salbutamol". supporting information. p. 1806 - 1814. Retrieved 2017/11/24.
• 2、 -. "PHENYLAMINOETHANOL DERIVATIVES". . . Retrieved 2014/02/08.