2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde

Base Information

• Chemical Name: 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde
• CAS No.: 261720-10-9
• Molecular Formula: C₂₂H₂₈O₂Si
• Molecular Weight: 352.549
• Mol file: 261720-10-9.mol

Synonyms:2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde

Chemical Property of 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde

There total 7 articles about 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde 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: 98.0%

(2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-methanol (261720-03-0) → 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde (261720-10-9)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1016/S0040-4039(99)02062-6

Reference yield:

2-ethynylbenzyl alcohol (10602-08-1) → 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde (261720-10-9)

Guidance literature:

Multi-step reaction with 5 steps

1: Pd(PPh₃)4; CuI / triethylamine / 20 °C

2: imidazole / CH₂Cl₂

3: 93 percent / NaBH₄ / methanol; CH₂Cl₂

4: 99 percent / hydrogen / Lindlar / benzene; quinoline

5: 98 percent / Dess-Martin / CH₂Cl₂

With 1H-imidazole; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; Dess-Martin periodane; Lindlar's catalyst; In quinoline; methanol; dichloromethane; triethylamine; benzene; 1: Arylation / 2: Etherification / 3: Reduction / 4: Catalytic hydrogenation / 5: Oxidation;

DOI:10.1016/S0040-4039(99)02062-6

Reference yield:

2-<2-<2-(Hydroxymethyl)phenyl>ethynyl>benzaldehyde (18887-53-1) → 2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-benzaldehyde (261720-10-9)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / CH₂Cl₂

2: 93 percent / NaBH₄ / methanol; CH₂Cl₂

3: 99 percent / hydrogen / Lindlar / benzene; quinoline

4: 98 percent / Dess-Martin / CH₂Cl₂

With 1H-imidazole; sodium tetrahydroborate; hydrogen; Dess-Martin periodane; Lindlar's catalyst; In quinoline; methanol; dichloromethane; benzene; 1: Etherification / 2: Reduction / 3: Catalytic hydrogenation / 4: Oxidation;

DOI:10.1016/S0040-4039(99)02062-6

upstream raw materials:

(2-{2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-methanol

2-ethynylbenzyl alcohol

2-<2-<2-(Hydroxymethyl)phenyl>ethynyl>benzaldehyde

tert-butyldimethylsilyl chloride

Downstream raw materials:

(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

(1S,2R)-1,2-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-ethane-1,2-diol

C₄₄H₅₆O₂Si₂

C₄₀H₂₆O₂