6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol

Base Information

• Chemical Name: 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol
• CAS No.: 888324-98-9
• Molecular Formula: C₂₈H₄₂O₄Si
• Molecular Weight: 470.725
• Mol file: 888324-98-9.mol

Synonyms:6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol

Chemical Property of 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol

There total 11 articles about 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol 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:

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]ethanol (888324-77-4) → 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol (888324-98-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 93 percent / LiBr; Et₃N; methanesulfonyl chloride / tetrahydrofuran / 144 h / 20 °C

2.1: NaH / tetrahydrofuran / 20 °C

2.2: 80 percent / NaI / acetonitrile / 12 h / 60 °C

3.1: 93 percent / LiAlH₄ / diethyl ether / 5 h / 0 - 20 °C

4.1: 58 percent / NaH; tetrabutylamminium iodide / tetrahydrofuran; dimethylsulfoxide / 0 - 20 °C

5.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

6.1: 1.16 g / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 5.1: Swern oxidation;

DOI:10.1021/ol0604264

Reference yield:

[2-(2-bromo-ethyl)-benzyloxy]-tert-butyl-dimethyl-silane (951776-91-3) → 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol (888324-98-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 20 °C

1.2: 80 percent / NaI / acetonitrile / 12 h / 60 °C

2.1: 93 percent / LiAlH₄ / diethyl ether / 5 h / 0 - 20 °C

3.1: 58 percent / NaH; tetrabutylamminium iodide / tetrahydrofuran; dimethylsulfoxide / 0 - 20 °C

4.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

5.1: 1.16 g / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 4.1: Swern oxidation;

DOI:10.1021/ol0604264

Reference yield:

{2-[2-(4-methoxy-benzyloxy)-ethyl]-phenyl}-methanol → 6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)hex-1-en-3-ol (888324-98-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 94 percent / imidazole / dimethylformamide / 23 h / 20 °C

2.1: 85 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2.5 h / 20 °C

3.1: 93 percent / LiBr; Et₃N; methanesulfonyl chloride / tetrahydrofuran / 144 h / 20 °C

4.1: NaH / tetrahydrofuran / 20 °C

4.2: 80 percent / NaI / acetonitrile / 12 h / 60 °C

5.1: 93 percent / LiAlH₄ / diethyl ether / 5 h / 0 - 20 °C

6.1: 58 percent / NaH; tetrabutylamminium iodide / tetrahydrofuran; dimethylsulfoxide / 0 - 20 °C

7.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

8.1: 1.16 g / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 7.1: Swern oxidation;

DOI:10.1021/ol0604264

upstream raw materials:

vinyl magnesium bromide

2-[2-((tert-butyldimethylsilanyloxy)methyl)phenyl]ethanol

[2-(2-bromo-ethyl)-benzyloxy]-tert-butyl-dimethyl-silane

2-(2-((tert-butyldimethylsilyloxy)methyl)phenethyl)propane-1,3-diol

Downstream raw materials:

6-(2-((tert-butyldimethylsilyloxy)methyl)phenyl)-4-((4-methoxybenzyloxy)methyl)-2-(tert-butyldimethylsilyloxy)hex-1-en

3-(tert-butyldimethylsilyloxy)-2-{2-[2-(tert-butyldimethylsilyloxymethyl)phenyl]ethyl}pent-4-en-1-ol

Se-phenyl 2-[4-(tert-butyldimethylsilyloxy)-3-vinylhex-5-enyl]benzoselenoate

1-(tert-butyldimethylsilyloxymethyl)-2-[4-(tert-butyldimethylsilyloxy)-3-vinylhex-5-enyl]benzene