2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester

Base Information

• Chemical Name: 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester
• CAS No.: 249588-49-6
• Molecular Formula: C₃₇H₄₆O₅SSi
• Molecular Weight: 630.921
• Mol file: 249588-49-6.mol

Synonyms:2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester

Chemical Property of 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester

There total 3 articles about 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester 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: 53.0%

diallyl malonate (1797-75-7) + toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl ester (249588-47-4) → 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester (249588-49-6)

Guidance literature:

diallyl malonate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl ester; With 1H-imidazole; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 18h;

DOI:10.1055/s-1999-2858

Reference yield:

triphenylmethanethiol (3695-77-0) → 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester (249588-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 63 percent / KF / methanol / 36 h / 20 °C

2.1: 88 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

3.1: NaH / dimethylformamide / 1 h / 20 °C

3.2: 53 percent / TBAI; imidazole / dimethylformamide / 18 h / 80 °C

With 1H-imidazole; dmap; potassium fluoride; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Substitution / 3.1: Metallation / 3.2: Alkylation;

DOI:10.1055/s-1999-2858

Reference yield:

Toluene-4-sulfonic acid (S)-2-hydroxy-3-tritylsulfanyl-propyl ester (249588-46-3) → 2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-malonic acid diallyl ester (249588-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: NaH / dimethylformamide / 1 h / 20 °C

2.2: 53 percent / TBAI; imidazole / dimethylformamide / 18 h / 80 °C

With 1H-imidazole; dmap; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation;

DOI:10.1055/s-1999-2858

upstream raw materials:

diallyl malonate

toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl ester

triphenylmethanethiol

Toluene-4-sulfonic acid (S)-2-hydroxy-3-tritylsulfanyl-propyl ester

Downstream raw materials:

2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-2-isobutyl-malonic acid diallyl ester

2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-2-heptyl-malonic acid diallyl ester

2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-nonanoic acid ((S)-2,2-dimethyl-1-methylcarbamoyl-propyl)-amide

2-[2-(tert-butyl-dimethyl-silanyloxy)-3-tritylsulfanyl-propyl]-2-heptyl-malonic acid

Refernces