Deshydroxy Bicalutamide

Base Information

• Chemical Name: Deshydroxy Bicalutamide
• CAS No.: 906008-94-4
• Molecular Formula: C18H14F4N2O3S
• Molecular Weight: 414.38
• Mol file: 906008-94-4.mol

Synonyms:UNII-ATU20DB5JB;Deshydroxy Bicalutamide;Deoxybicalutamide;

Chemical Property of Deshydroxy Bicalutamide

Chemical Property:

• Vapor Pressure: 6.38E-15mmHg at 25°C
• Melting Point: 154-156 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 612.1°C at 760 mmHg
• PKA: 12.29±0.70(Predicted)
• Flash Point: 324°C
• PSA: 98.90000
• Density: 1.45g/cm³
• LogP: 5.49498
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99%+, ^*data from raw suppliers

DeshydroxyBicalutamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Bicalutamide Deshydroxy Bicalutamide (Bicalutamide EP Impurity C) is an impuirty of Bicalutamide. Bicalutamide intermediate.

Technology Process of Deshydroxy Bicalutamide

There total 3 articles about Deshydroxy Bicalutamide 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: 69.0%

N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)thio]-2-methyl-propanamide (906008-93-3) → N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-methylpropanamide (906008-94-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2019.01.054

Reference yield:

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide (90357-53-2) → N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-methylpropanamide (906008-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.33 h / 0 - 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; mineral oil; 1.2: |Michael Addition;

DOI:10.1016/j.ejmech.2019.01.054

Reference yield:

4-amino-2-trifluoromethylbenzonitrile (654-70-6) → N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-methylpropanamide (906008-94-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N-dimethyl acetamide / 20 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.33 h / 0 - 20 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; mineral oil; 2.2: |Michael Addition;

DOI:10.1016/j.ejmech.2019.01.054

upstream raw materials:

N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)thio]-2-methyl-propanamide

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide

4-amino-2-trifluoromethylbenzonitrile

Refernces

• 1、 Bhise, Nandu Baban,Sathe, Dhananjay Govind,Radhakrishanan, Tarur,Deore, Raviraj. "Synthesis of potential impurities of bicalutamide". experimental part. p. 1516 - 1526. Retrieved 2009/10/17.