2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol

Base Information

• Chemical Name: 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol
• CAS No.: 300766-91-0
• Molecular Formula: C₁₇H₂₈O₂Si
• Molecular Weight: 292.494
• Mol file: 300766-91-0.mol

Synonyms:2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol

Chemical Property of 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol

There total 4 articles about 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol 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: 82.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol (300766-90-9) → 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol (300766-91-0)

Guidance literature:

With dmap; In tetrahydrofuran; at 0 ℃; for 8h;

DOI:10.1248/cpb.48.1138

Reference yield:

2,5-Dimethylphenol (95-87-4) → 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol (300766-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₃SO₃H / 80 - 90 °C

2: lithium aluminum hydride / 15 h / 0 °C

3: 4-dimethylaminopyridine / tetrahydrofuran / 0 °C

With dmap; lithium aluminium tetrahydride; methanesulfonic acid; In tetrahydrofuran;

DOI:10.1016/S0960-894X(99)00289-9

Reference yield:

2,5-Dimethylphenol (95-87-4) → 2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenol (300766-91-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / methanesulfonic acid / 4 h / 85 - 90 °C

2: 52 percent / LAH / diethyl ether / 0.25 h / 0 °C

3: 82 percent / DMAP / tetrahydrofuran / 8 h / 0 °C

With dmap; lithium aluminium tetrahydride; methanesulfonic acid; In tetrahydrofuran; diethyl ether;

DOI:10.1248/cpb.48.1138

upstream raw materials:

tert-butyldimethylsilyl chloride

2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol

2,5-Dimethylphenol

Downstream raw materials:

2-[(Z)-3-{[1-(tert-butyl)-1,1-dimethyl-silanyl]oxy}-1-propenyl]-3,6-dimethylphenyl acetate

1-O-(N-Boc-L-leucyl)-2-[(Z)-3-(1-tert-butyl-1,1-dimethylsilyloxy)-1-propenyl]-3,6-dimethylphenol

1-O-(N-Boc-D-leucyl)-2-[(Z)-3-(1-tert-butyl-1,1-dimethylsilyloxy)-1-propenyl]-3,6-dimethylphenol

1-O-(N-Boc-L-leucyl)-3,6-dimethyl-2-[(Z)-3-oxo-1-propenyl]phenol