2-Methyl-4-hydroxytamoxifen

Base Information

• Chemical Name: 2-Methyl-4-hydroxytamoxifen
• CAS No.: 96474-35-0
• Molecular Formula: C27H31 N O2
• Molecular Weight: 0
• Nikkaji Number: J428.176D
• ChEMBL ID: CHEMBL289582
• Mol file: 96474-35-0.mol

Synonyms:2-methyl-4-hydroxytamoxifen

Chemical Property of 2-Methyl-4-hydroxytamoxifen

Chemical Property:

• Vapor Pressure: 1.27E-11mmHg at 25°C
• Boiling Point: 524.6°Cat760mmHg
• Flash Point: 271.1°C
• PSA: 32.70000
• Density: 1.082g/cm³
• LogP: 6.01010
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 401.235479232
• Heavy Atom Count: 30
• Complexity: 529

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(C1=CC=C(C=C1)OCCN(C)C)C2=C(C=C(C=C2)O)C)C3=CC=CC=C3
• Isomeric SMILES: CC/C(=C(/C1=CC=C(C=C1)OCCN(C)C)\C2=C(C=C(C=C2)O)C)/C3=CC=CC=C3

Technology Process of 2-Methyl-4-hydroxytamoxifen

There total 9 articles about 2-Methyl-4-hydroxytamoxifen 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: 45.0%

rel-(1R,2S)-1-<4-<2-(dimethylamino)ethoxy>phenyl>-1-(4-hydroxy-2-methylphenyl)-2-phenylbutan-1-ol (119405-17-3,119405-18-4) → 2-Methyl-4-hydroxytamoxifen (96474-35-0) + (Z)-4-hydroxy-2-methyltamoxifen (97135-09-6)

Guidance literature:

hydrogenchloride; In ethanol; at 22 ℃; for 1h;

DOI:10.1039/P29880001201

Reference yield:

1-[4-(2-Dimethylamino-ethoxy)-phenyl]-1-[2-methyl-4-(tetrahydro-pyran-2-yloxy)-phenyl]-2-phenyl-butan-1-ol (97151-09-2) → 2-Methyl-4-hydroxytamoxifen (96474-35-0)

Guidance literature:

With hydrogenchloride; In methanol; for 0.5h; Yield given; Ambient temperature;

DOI:10.1021/jm00148a020

Reference yield:

4-bromo-3-methylphenol (14472-14-1) → 2-Methyl-4-hydroxytamoxifen (96474-35-0)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-p-sulfonic acid / 1 h / Ambient temperature

2: 1.) n-butyllithium / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, RT, 10 h

3: conc. aq. HCl / methanol / 0.5 h / Ambient temperature

With hydrogenchloride; n-butyllithium; toluene-4-sulfonic acid; In methanol;

DOI:10.1021/jm00148a020

upstream raw materials:

1-[4-(2-Dimethylamino-ethoxy)-phenyl]-1-[2-methyl-4-(tetrahydro-pyran-2-yloxy)-phenyl]-2-phenyl-butan-1-ol

rel-(1R,2S)-1-<4-<2-(dimethylamino)ethoxy>phenyl>-1-(4-hydroxy-2-methylphenyl)-2-phenylbutan-1-ol

[2-(4-bromophenoxy)ethyl]dimethylamine

2-Phenylbutyric acid

Downstream raw materials:

(Z)-4-hydroxy-2-methyltamoxifen

Refernces

• 1、 Foster,Jarman,Leung,McCague,Leclercq,Devleeschouwer. "Hydroxy derivatives of tamoxifen". . p. 1491 - 1497. Retrieved 2007/10/02.