(R)-2,3-Bis(4-hydroxyphenyl)-propionitrile

Base Information

• Chemical Name: (R)-2,3-Bis(4-hydroxyphenyl)-propionitrile
• CAS No.: 524047-78-7
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.274
• UNII: BG5CYS8SFD
• Wikidata: Q27274651
• Pharos Ligand ID: SJNYQUNLLD8K
• ChEMBL ID: CHEMBL198159
• Mol file: 524047-78-7.mol

Synonyms:(R)-Dpn;524047-78-7;(R)-2,3-Bis(4-hydroxyphenyl)-propionitrile;(2R)-2,3-bis(4-hydroxyphenyl)propanenitrile;Di-p-hydroxyphenylpropionitrile, (R)-;BG5CYS8SFD;UNII-BG5CYS8SFD;CHEMBL198159;Benzenepropanenitrile, 4-hydroxy-alpha-(4-hydroxyphenyl)-, (alphaR)-;Tocris-1494;(R)-di-p-hydroxyphenylpropionitrile;BDBM50364076;AKOS024458189;NCGC00025185-01;HY-103453;Q27274651;BENZENEPROPANENITRILE, 4-HYDROXY-.ALPHA.-(4-HYDROXYPHENYL)-, (.ALPHA.R)-

Chemical Property of (R)-2,3-Bis(4-hydroxyphenyl)-propionitrile

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 239.094628657
• Heavy Atom Count: 18
• Complexity: 293

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

(R)-DPN ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C#N)C2=CC=C(C=C2)O)O
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C#N)C2=CC=C(C=C2)O)O

Technology Process of (R)-2,3-Bis(4-hydroxyphenyl)-propionitrile

There total 7 articles about (R)-2,3-Bis(4-hydroxyphenyl)-propionitrile 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:

C17H17NO2 → (R)-DPN (524047-78-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 3.08333h; Inert atmosphere;

DOI:10.1021/jm201436k

Reference yield:

2-(4-methoxyphenyl)-3-(4-methoxyphenyl)propionic acid → (R)-DPN (524047-78-7)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran / 0.33 h / -20 °C / Inert atmosphere

2: ammonia / tetrahydrofuran; isopropyl alcohol / 0.33 h / -20 °C / Inert atmosphere

3: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

4: boron tribromide / dichloromethane / 3.08 h / -78 - 20 °C / Inert atmosphere

With pyridine; ammonia; boron tribromide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm201436k

Reference yield:

C22H26O6 → (R)-DPN (524047-78-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / tetrahydrofuran; isopropyl alcohol / 0.33 h / -20 °C / Inert atmosphere

2: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

3: boron tribromide / dichloromethane / 3.08 h / -78 - 20 °C / Inert atmosphere

With pyridine; ammonia; boron tribromide; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm201436k

upstream raw materials:

4-Methoxyphenylacetic acid

(R)-4-benzyl-3-((R)-2,3-bis(4-methoxyphenyl)propanoyl)oxazolidin-2-one

(R)-4-benzyl-3-(2-(4-methoxyphenyl)acetyl)oxazolidin-2-one