(Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate

Base Information

• Chemical Name: (Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate
• CAS No.: 1538580-42-5
• Molecular Formula: C₃₀H₃₉FO₅SSi
• Molecular Weight: 558.787
• Mol file: 1538580-42-5.mol

Synonyms:(Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate

Chemical Property of (Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate

There total 2 articles about (Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate 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: 89.0%

4-tert-butyldimethylsilyloxybutan-1-ol (87184-99-4) + sulindac sulfone (59973-80-7) → (Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate (1538580-42-5)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.12.014

Reference yield:

Sulindac (38194-50-2) → (Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate (1538580-42-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Oxone / tetrahydrofuran; methanol; water / 1 h / 20 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere

With dmap; Oxone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2013.12.014

Reference yield: 75.0%

(Z)-4-((tert-butyldimethylsilyl)oxy)butyl2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate (1538580-42-5) → (Z)-4-hydroxybutyl 2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate (1538580-45-8)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; dichloromethane; for 3h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.12.014

upstream raw materials:

Sulindac

4-tert-butyldimethylsilyloxybutan-1-ol

sulindac sulfone

Downstream raw materials:

(Z)-4-hydroxybutyl 2-(5-fluoro-2-methyl-1-(4-(methylsulfonyl)benzylidene)-1H-inden-3-yl)acetate