(S)-(-)-2,2'-Dimethoxy-1,1'-binaphthalene

Base Information

• Chemical Name: (S)-(-)-2,2'-Dimethoxy-1,1'-binaphthalene
• CAS No.: 75640-87-8
• Molecular Formula: C22H18 O2
• Molecular Weight: 314.384
• Mol file: 75640-87-8.mol

Synonyms:1,1'-Binaphthalene,2,2'-dimethoxy-, (S)-; (-)-1,1'-Bi(2-methoxynaphthalene);(-)-2,2'-Dimethoxy-1,1'-binaphthalene; (S)-(-)-2,2'-Dimethoxy-1,1'-binaphthyl;(S)-2,2'-Dimethoxy-1,1'-binaphthalene

Chemical Property of (S)-(-)-2,2'-Dimethoxy-1,1'-binaphthalene

Chemical Property:

• Melting Point: 199-201 ºC
• PSA: 18.46000
• LogP: 5.67720
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble

Purity/Quality:

97% ^*data from raw suppliers

(S)-2,2''-Dimethoxy-1,1''-binaphthyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 41-50/53-37/38
• Safety Statements: 26-36/39-60-61-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(-)-2,2'-Dimethoxy-1,1'-binaphthalene

There total 37 articles about (S)-(-)-2,2'-Dimethoxy-1,1'-binaphthalene 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: 70.0%

(+)-2,2'-dihydroxy-1,1'-binaphthyl (18531-94-7) + dimethyl sulfate (77-78-1) → (+)-2,2'-Dimethoxy-1,1'-binaphthalene (2960-93-2,35294-28-1,75640-87-8,75685-01-7)

Guidance literature:

With sodium hydroxide; In water; at 70 - 80 ℃;

DOI:10.1021/jo00006a025

Reference yield: 70.0%

(-)-2,2'-dihydroxy-1,1'-binaphthyl (602-09-5,18531-94-7,18531-99-2,41024-90-2) + dimethyl sulfate (77-78-1) → (-)-2,2'-Dimethoxy-1,1'-binaphthalene (2960-93-2,35294-28-1,75640-87-8,75685-01-7)

Guidance literature:

With sodium hydroxide; In water; at 70 - 80 ℃;

DOI:10.1021/jo00006a025

Reference yield:

1-bromo-2-methoxynaphthalene (3401-47-6) + 2-methoxynaphthalene-1-boronic acid (104116-17-8) → (R)-2,2'-dimethoxy-1,1'-dinaphthyl (35294-28-1) + (S)-2,2'-dimethoxy-1,1'-dinaphthyl (75640-87-8)

Guidance literature:

With (R)-[2'-(2,6-dimethoxyphenyl)-1,1'-binaphthalene-2-yl]diphenylphosphane; palladium diacetate; cesium fluoride; In tetrahydrofuran; for 72h; Overall yield = 90 %; enantioselective reaction; Reflux; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.06.007

upstream raw materials:

2-Methoxynaphthalene

(S)-[1,1']-binaphthalenyl-2,2'-diol

methyl iodide

2,2'-dimethoxy-1,1'-binaphthyl

Downstream raw materials:

(S)-3-bromo-1-(3-bromo-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene

(S)-[1,1']-binaphthalenyl-2,2'-diol

(S)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-binaphthyl

(S)-3,3′-bis(4-biphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl