S-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde

Base Information

• Chemical Name: S-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde
• CAS No.: 349149-07-1
• Molecular Formula: C₂₅H₂₂O₅
• Molecular Weight: 402.447
• Mol file: 349149-07-1.mol

Synonyms:S-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde;(1S)-2,2'-Bis(methoxymethoxy)-[1,1'-binaphthalene]-3- carboxaldehyde

Chemical Property of S-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde

Chemical Property:

• Melting Point: 110-112 °C
• PSA: 53.99000
• LogP: 5.43790

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde

There total 3 articles about S-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde 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: 76.0%

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene (173831-50-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (S)/(R)-1,1'-binaphthalene-2,2-bis(methoxymethyloxy)-3-carbaldehyde (349149-07-1,1000069-41-9,216978-80-2)

Guidance literature:

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1.16667h; Further stages.;

DOI:10.1021/ja993650f

Reference yield: 67.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) → (R,R)-2,2'-bis(methoxymethoxy)-1,1'-binaphthol-3-carboxyaldehyde (1000069-41-9,216978-80-2,349149-07-1)

Guidance literature:

(R,R)-2,2'-bis(methoxymethoxy)-1,1'-binaphthol; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h;

N,N-dimethyl-formamide; at -78 - 0 ℃; for 1.16667h;

Reference yield:

1,1'-bi-2-naphthol (602-09-5) → (S)/(R)-1,1'-binaphthalene-2,2-bis(methoxymethyloxy)-3-carbaldehyde (349149-07-1,1000069-41-9,216978-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / NaH / tetrahydrofuran / 4 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; various solvent(s) / 2 h / 20 °C

2.2: 70 percent / tetrahydrofuran; various solvent(s) / 4 h / 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0957-4166(02)00571-2

upstream raw materials:

rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene

N,N-dimethyl-formamide

1,1'-bi-2-naphthol

Downstream raw materials:

(R)-2,2'-dihydroxy-[1,1']-binaphthyl-3-carbaldehyde

tricarbonyl(η(6)-toluene)chromium

3,3''-(oxydimethylene)-di-1,1'-bi-2-naphthol