1,2-Benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-

Base Information

• Chemical Name: 1,2-Benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-
• CAS No.: 130783-37-8
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385
• DSSTox Substance ID: DTXSID70869762
• Nikkaji Number: J3.089.520G
• Mol file: 130783-37-8.mol

Synonyms:130783-37-8;1,2-Benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-;4-[1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol;SCHEMBL3699485;DTXSID70869762;L001303;4-(1-hydroxy-2-{[4-(4-hydroxyphenyl)butyl]amino}ethyl)benzene-1,2-diol

Chemical Property of 1,2-Benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-

Chemical Property:

• Vapor Pressure: 3.24E-14mmHg at 25°C
• Boiling Point: 578.3°C at 760 mmHg
• Flash Point: 195.1°C
• PSA: 92.95000
• Density: 1.262g/cm³
• LogP: 2.84020
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 317.16270821
• Heavy Atom Count: 23
• Complexity: 320

Purity/Quality:

ARBUTAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCCCNCC(C2=CC(=C(C=C2)O)O)O)O

Technology Process of 1,2-Benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)-

There total 11 articles about 1,2-Benzenediol, 4-(1-hydroxy-2-((4-(4-hydroxyphenyl)butyl)amino)ethyl)- 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: 90.0%

1-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butylamino}-ethanol (459867-18-6) → Arbutamine (130783-37-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

DOI:10.1021/ol020077n

Reference yield: 85.0%

(R)-1-(3,4-dimethoxy-phenyl)-2-[4-(4-methoxy-phenyl)-butylamino]-ethanol (958292-71-2) → Arbutamine (130783-37-8)

Guidance literature:

With boron tribromide;

DOI:10.1002/chem.200700594

Reference yield:

3,4-bis(tert-butyldimethylsilanyloxy)benzaldehyde (99815-16-4) → Arbutamine (130783-37-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 2,6-bis((2R-(dinaphthyl(OH)C)pyrrolidino)Me)-4-MePheOH; Et₂Zn / tetrahydrofuran / 24 h / -35 °C

2.1: 99 percent / H₂ / Pd/C / methanol / 3 h

3.1: diphenyl chlorophosphate; diisopropylethylamine / CH₂Cl₂ / 2 h

3.2: 75 percent / diisopropylethylamine / CH₂Cl₂ / 1 h / -78 - 20 °C

4.1: 92 percent / LiAlH₄ / diethyl ether / 12 h / 41 °C

5.1: 90 percent / HCl / tetrahydrofuran; methanol / 12 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester; palladium on activated charcoal; 2,6-bis((2R-(dinaphthyl(OH)C)pyrrolidino)Me)-4-MePheOH; diethylzinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Henry reaction;

DOI:10.1021/ol020077n

upstream raw materials:

1-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-{4-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-butylamino}-ethanol

(R)-1-(3,4-dimethoxy-phenyl)-2-[4-(4-methoxy-phenyl)-butylamino]-ethanol

(4-but-3-enyl-phenoxy)-tert-butyl-dimethyl-silane

4-(4-((tert-butyldimethylsilyl)oxy)phenyl)butan-1-ol