Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester

Base Information

• Chemical Name: Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester
• CAS No.: 412347-67-2
• Molecular Formula: C₂₇H₃₈O₄SSi
• Molecular Weight: 486.748
• Mol file: 412347-67-2.mol

Synonyms:Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester

Chemical Property of Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester

There total 4 articles about Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl 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:

(Δ2,3E,Δ6,7E)-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1,8-diol (117638-13-8) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester (412347-67-2)

Guidance literature:

With triethylamine; In dichloromethane; at -40 ℃; for 1h;

DOI:10.1016/S0040-4039(00)79008-3

Reference yield:

Geraniol (106-24-1) → Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester (412347-67-2)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / CH₂Cl₂ / 1 h / 0 °C

2: 1.34 g / t-BuOOH; SeO₂ / H₂O; CH₂Cl₂ / 48 h / 0 °C

3: Et₃N / CH₂Cl₂ / 1 h / -40 °C

With 1H-imidazole; tert.-butylhydroperoxide; selenium(IV) oxide; triethylamine; In dichloromethane; water;

DOI:10.1021/ol048212e

Reference yield:

tert-butyl ({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})diphenylsilane (139109-03-8,117638-12-7) → Methanesulfonic acid (2E,6E)-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyl ester (412347-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.34 g / t-BuOOH; SeO₂ / H₂O; CH₂Cl₂ / 48 h / 0 °C

2: Et₃N / CH₂Cl₂ / 1 h / -40 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; triethylamine; In dichloromethane; water;

DOI:10.1021/ol048212e

upstream raw materials:

(Δ^2,3E,Δ^6,7E)-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1,8-diol

methanesulfonyl chloride

Geraniol

tert-butyl ({[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy})diphenylsilane

Downstream raw materials:

(Δ^2,3E,Δ^6,7E)-8-bromo-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1-ol

geranylfarnesol

(2E,6E,10E)-1-tert-butyldiphenylsiloxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraene