(R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide

Base Information

• Chemical Name: (R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide
• CAS No.: 885324-25-4
• Molecular Formula: C₁₉H₁₈F₃N₃O₆
• Molecular Weight: 441.364
• DSSTox Substance ID: DTXSID10436497
• Nikkaji Number: J2.295.756B
• Wikidata: Q82251773
• ChEMBL ID: CHEMBL511130
• Mol file: 885324-25-4.mol

Synonyms:885324-25-4;(R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide;CHEMBL511130;(2R)-3-(4-Acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide;Propanamide,3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-,(2R)-;Andarine (GTX-007,S-4);SCHEMBL16871452;DTXSID10436497;YVXVTLGIDOACBJ-GOSISDBHSA-N;BDBM50594917;AKOS016843290;EX-8407;(R)-3-(4-Acetylaminophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethylphenyl)propionamide;(R)-3-(4-Acetylaminophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethylphenyl)propionamide, analytical standard

Chemical Property of (R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide

Chemical Property:

• PSA: 133.48000
• LogP: 4.00970
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 441.11476979
• Heavy Atom Count: 31
• Complexity: 663

Purity/Quality:

98%min ^*data from raw suppliers

(R)-3-(4-Acetylaminophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethylphenyl)propionamide analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)OCC(C)(C(=O)NC2=CC(=C(C=C2)[N+](=O)[O-])C(F)(F)F)O
• Isomeric SMILES: CC(=O)NC1=CC=C(C=C1)OC[C@](C)(C(=O)NC2=CC(=C(C=C2)[N+](=O)[O-])C(F)(F)F)O

Technology Process of (R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide

There total 6 articles about (R)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide 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: 86.0%

4-acetaminophenol (103-90-2,8055-08-1) + N-[4-nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide (206193-18-2) → Ostarine (885324-25-4,401900-40-1)

Guidance literature:

With potassium carbonate; benzyltri(n-butyl)ammonium chloride; In butanone; Heating / reflux;

Reference yield: 79.3%

4-acetaminophenol (103-90-2,8055-08-1) + (S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-nitro-3-trifluoromethyl)phenyl]propanamide (216665-24-6) → (2R)-3-(4-acetamidophenoxy)-N-[(4-nitro-3-(trifluoromethyl)phenyl)]-2-hydroxy-2-methylpropanamide (885324-25-4,401900-40-1)

Guidance literature:

With benzyltri(n-butyl)ammonium chloride; potassium carbonate; In isopropyl alcohol; for 4h; Inert atmosphere; Reflux;

Reference yield:

N-[4-nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide (206193-18-2) → Ostarine (885324-25-4,401900-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone / Heating

2: K₂CO₃ / propan-2-ol / Heating

With potassium carbonate; In isopropyl alcohol; acetone;

DOI:10.1021/jm030336u

upstream raw materials:

4-acetaminophenol

(S)-N-(4-nitro-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide

N-[4-nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide

4-nitro-3-(trifluoromethyl)benzeneamine

Refernces

• 1、 -. "METHODS OF TREATING UROLOGICAL DISORDERS USING SARMs". Paragraph 0424-0425. . Retrieved 2016/05/10.
• 2、 -. "Compositions comprising 5-alpha reductase inhibitors, and SARMs and methods of use thereof". Page/Page column 23. . Retrieved 2010/11/24.