(S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid

Base Information

• Chemical Name: (S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid
• CAS No.: 220204-00-2
• Molecular Formula: C₂₂H₂₀B₂O₆
• Molecular Weight: 402.019
• Hs Code.: 2931900090
• Mol file: 220204-00-2.mol

Synonyms:Boronicacid, (2,2'-dimethoxy[1,1'-binaphthalene]-3,3'-diyl)bis- (9CI)

Chemical Property of (S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid

Chemical Property:

• Boiling Point: 642.8±65.0 °C(Predicted)
• PKA: 7.88±0.30(Predicted)
• PSA: 99.38000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 1.03680
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

(S)-2,2''-Dimethoxy-1,1''-binaphthalene-3,3''-diboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-2,2''-Dimethoxy-1,1''-binaphthalene-3,3''-diboronic acid

Technology Process of (S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid

There total 1 articles about (S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid 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: 37.0%

triethyl borate (150-46-9) + (C10H5(OCH3)Li)2 → (R)-2,2’-dimethoxy-1,1’-binaphthyl-3,3’-diyldiboronic acid (220204-00-2,428874-68-4,215433-49-1)

Guidance literature:

In not given; (N2);

DOI:10.1021/om700586z

Reference yield: 74.0%

1-bromo-4-tert-butylbenzene (3972-65-4) + (R)-2,2’-dimethoxy-1,1’-binaphthyl-3,3’-diyldiboronic acid (220204-00-2,428874-68-4,215433-49-1) → (Ra)-3,3’-bis(4-(tert-butyl)phenyl)-2,2’-dimethoxy-1,1’-binaphthalene

Guidance literature:

1-bromo-4-tert-butylbenzene; (R)-2,2’-dimethoxy-1,1’-binaphthyl-3,3’-diyldiboronic acid; With barium hydroxide octahydrate; In 1,4-dioxane; water; at 20 ℃; for 0.166667h; Inert atmosphere;

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenylphosphine; In 1,4-dioxane; water; Reflux; Inert atmosphere;

DOI:10.1002/anie.201403587

Reference yield: 72.0%

iodobenzene (591-50-4) + (R)-2,2’-dimethoxy-1,1’-binaphthyl-3,3’-diyldiboronic acid (220204-00-2,428874-68-4,215433-49-1) → (±)?3,3'?diphenyl?2,2'?dimethoxy?1,1'?binaphthalene (212191-84-9,219757-68-3,220204-01-3)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene; Heating;

DOI:10.1007/PL00010145

upstream raw materials:

triethyl borate

Downstream raw materials:

(±)?3,3'?diphenyl?2,2'?dimethoxy?1,1'?binaphthalene

N-{(4S,11bR)-2,6-bis[4-(tert-butyl)phenyl]-4-oxidodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl}-1,1,1-trifluoromethanesulfonamide

Refernces