4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxybenzyl)-6-(hydroxymethyl)phenol

Base Information

• Chemical Name: 4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxybenzyl)-6-(hydroxymethyl)phenol
• CAS No.: 149222-15-1
• Molecular Formula: C₂₆H₄₀N₂O₅
• Molecular Weight: 460.614
• European Community (EC) Number: 864-268-8
• UNII: 9236738J4P
• Nikkaji Number: J1.673.246J
• Wikidata: Q27271463
• Mol file: 149222-15-1.mol

Synonyms:Albuterol Dimer;Salbutamol Dimer;149222-15-1;4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxybenzyl)-6-(hydroxymethyl)phenol;9236738J4P;2-((1,1-Dimethylethyl)amino)-1-(3-((5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-2-hydroxyphenyl)methyl)-4-hydroxy-5-(hydroxymethyl)phenyl)ethanol;4-[2-(tert-butylamino)-1-hydroxyethyl]-2-[[5-[2-(tert-butylamino)-1-hydroxyethyl]-2-hydroxyphenyl]methyl]-6-(hydroxymethyl)phenol;UNII-9236738J4P;Salbutamol sulfate impurity N [EP];1,3-Benzenedimethanol, 5-((5-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-2-hydroxyphenyl)methyl)-alpha1-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-;FT-0661470;SALBUTAMOL SULFATE IMPURITY N [EP IMPURITY];Q27271463;1,3-BENZENEDIMETHANOL, 5-((5-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-2-HYDROXYPHENYL)METHYL)-.ALPHA.1-(((1,1-DIMETHYLETHYL)AMINO)METHYL)-4-HYDROXY-;5-((5-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-2-HYDROXYPHENYL)METHYL)-.ALPHA.1-((TERT-BUTYLAMINO)METHYL)-4-HYDROXY-1,3-BENZENEDIMETHANOL

Chemical Property of 4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxybenzyl)-6-(hydroxymethyl)phenol

Chemical Property:

• Boiling Point: 681.1±50.0 °C(Predicted)
• PKA: 9.96±0.50(Predicted)
• PSA: 125.21000
• Density: 1.176±0.06 g/cm3(Predicted)
• LogP: 3.80570
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 460.29372238
• Heavy Atom Count: 33
• Complexity: 576

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC(C1=CC(=C(C=C1)O)CC2=C(C(=CC(=C2)C(CNC(C)(C)C)O)CO)O)O
• Uses: Albuterol Dimer is an impurity of Albuterol (Salbutamol) (A514500).

Technology Process of 4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxybenzyl)-6-(hydroxymethyl)phenol

There total 8 articles about 4-(2-(tert-Butylamino)-1-hydroxyethyl)-2-(5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxybenzyl)-6-(hydroxymethyl)phenol 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: 74.0%

acetic acid 2-[2-acetoxy-5-(2-tert-butylamino-1-hydroxy-ethyl)-benzyl]-6-acetoxymethyl-4-(2-tert-butylamino-1-hydroxy-ethyl)-phenyl ester (438246-25-4) → salbutamol dimer (149222-15-1)

Guidance literature:

With methanol; hydrazine; for 1h; Heating;

DOI:10.1016/S0040-4039(01)02354-1

Reference yield:

4-bromo-phenol (106-41-2) → salbutamol dimer (149222-15-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 94 percent / H₂SO₄ / 18 h / -10 - 0 °C

2: 38 percent / NaOH / 72 h / 50 °C

3: 94 percent / DMAP; pyridin / 2 h

4: 50 percent / PdCl₂(PPh₃)2 / toluene / 95 °C

5: 98 percent / NBS; aq. DMSO / 0.5 h

6: 57 percent / NaH / dimethylformamide; tetrahydrofuran / 0.5 h

7: 66 percent / isopropanol / 2 h / Heating

8: 74 percent / hydrazine; MeOH / 1 h / Heating

With pyridine; methanol; dmap; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; N-Bromosuccinimide; sulfuric acid; sodium hydride; dimethyl sulfoxide; isopropyl alcohol; hydrazine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(01)02354-1

Reference yield:

5,5'-dibromo-2,2'-dihydroxy-diphenyl-methane (78563-03-8) → salbutamol dimer (149222-15-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 38 percent / NaOH / 72 h / 50 °C

2: 94 percent / DMAP; pyridin / 2 h

3: 50 percent / PdCl₂(PPh₃)2 / toluene / 95 °C

4: 98 percent / NBS; aq. DMSO / 0.5 h

5: 57 percent / NaH / dimethylformamide; tetrahydrofuran / 0.5 h

6: 66 percent / isopropanol / 2 h / Heating

7: 74 percent / hydrazine; MeOH / 1 h / Heating

With pyridine; methanol; dmap; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; N-Bromosuccinimide; sodium hydride; dimethyl sulfoxide; isopropyl alcohol; hydrazine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(01)02354-1

upstream raw materials:

acetic acid 2-[2-acetoxy-5-(2-tert-butylamino-1-hydroxy-ethyl)-benzyl]-6-acetoxymethyl-4-(2-tert-butylamino-1-hydroxy-ethyl)-phenyl ester

4-bromo-phenol

5,5'-dibromo-2,2'-dihydroxy-diphenyl-methane

4-Bromo-2-(5-bromo-2-hydroxy-benzyl)-6-hydroxymethyl-phenol