S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone

Base Information

• Chemical Name: S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone
• CAS No.: 689220-40-4
• Molecular Formula: C₂₄H₄₀O₃SSi
• Molecular Weight: 436.731
• Mol file: 689220-40-4.mol

Synonyms:S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone

Chemical Property of S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone

There total 5 articles about S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone 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: 100.0%

tert-butyldimethylsilyl chloride (18162-48-6) + S-((2E,6E)-10-hydroxy-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (184763-00-6) → S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (689220-40-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.3762/bjoc.10.252

Reference yield:

(E,E)-farnesyl phenylsulfone (56881-53-9) → S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (689220-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / imidazole / dimethylformamide

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2004.01.031

Reference yield:

S-((2E,6E)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dien-1-yl)benzenesulfone (184762-98-9) → S-((2E,6E)-10-(tert-butyldimethylsiloxy)-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone (689220-40-4)

Guidance literature:

Multi-step reaction with 3 steps

1: periodic acid dihydrate / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate / ethanol / 1.5 h / 0 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; periodic acid dihydrate; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.3762/bjoc.10.252

upstream raw materials:

tert-butyldimethylsilyl chloride

S-((2E,6E)-10-hydroxy-3,7-dimethyldeca-2,6-dien-1-yl)benzenesulfone

(E,E)-farnesyl phenylsulfone

Farnesol