(R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol

Base Information

• Chemical Name: (R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol
• CAS No.: 215433-52-6
• Molecular Formula: C44H30O2
• Molecular Weight: 590.71
• DSSTox Substance ID: DTXSID701167866
• Nikkaji Number: J1.050.780D,J1.156.361I
• Mol file: 215433-52-6.mol

Synonyms:215433-52-6;220486-43-1;(R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol;(S)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol;(R)-3,3'-BIS([1,1'-BIPHENYL]-4-YL)-[1,1'-BINAPHTHALENE]-2,2'-DIOL;1-[2-hydroxy-3-(4-phenylphenyl)naphthalen-1-yl]-3-(4-phenylphenyl)naphthalen-2-ol;R-3,3'-bis([1,1'-biphenyl]-4-yl)-1,1'-Binaphthalene]-2,2'-diol;DTXSID701167866;MFCD31560048;(S)-3,3'-Bis([1,1'-biphenyl]-4-yl)-[1,1'-binaphthalene]-2,2'-diol;BS-51457;1,1'-Bi[3-(biphenyl-4-yl)-2-naphthol];CS-0086958;CS-0086959;E78456;F77860;(aR)-3,3'-Di(4-biphenylyl)-1,1'-bi(2-naphthol);(1R)-3,3'-Bis([1,1'-biphenyl]-4-yl)[1,1'-binaphthalene]-2,2'-diol;(R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-[1,1'-binaphthalene]-2,2'-diol, 98% (99% ee)

Chemical Property of (R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol

Chemical Property:

• PSA: 40.46000
• LogP: 11.73920
• XLogP3: 11.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 590.224580195
• Heavy Atom Count: 46
• Complexity: 858

Purity/Quality:

97% ^*data from raw suppliers

(R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-[1,1'-binaphthalene]-2,2'-diol, 98% (99% ee) 98% (99% ee) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC4=CC=CC=C4C(=C3O)C5=C(C(=CC6=CC=CC=C65)C7=CC=C(C=C7)C8=CC=CC=C8)O

Technology Process of (R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol

There total 17 articles about (R)-3,3'-Bis([1,1'-biphenyl]-4-yl)-1,1'-binaphthalene]-2,2'-diol 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: 99.0%

4-biphenylboronic acid (5122-94-1) + (R)-3,3'-dibromo-1,1'-bi-2-naphthol → (R)-3,3′-bis(4-biphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl (215433-52-6,220486-43-1)

Guidance literature:

4-biphenylboronic acid; (R)-3,3'-dibromo-1,1'-bi-2-naphthol; With sodium carbonate; In water; for 0.166667h; Inert atmosphere;

With rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; palladium diacetate; In water; at 70 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.5b02368

Reference yield: 99.0%

C48H38O4 → (R)-3,3′-bis(4-biphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl (215433-52-6,220486-43-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/om4009058

Reference yield: 97.0%

(-)(R)-3,3'-bis(p-diphenyl)-2,2'-dimethoxy-1,1'-binaphthyl → (R)-3,3′-bis(4-biphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl (215433-52-6,220486-43-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃;

DOI:10.1007/PL00010269

upstream raw materials:

(R)-2,2'-dimethoxy-1,1'-dinaphthyl

4-bromo-1,1'-biphenyl

3-[(4-phenyl)phenyl]-2-naphthol

(R)-1,1'-Bi-2-naphthol

Downstream raw materials:

(R)-2,6-di([1,1'-biphenyl]-4-yl)-4-hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine-4-oxide