E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one

Base Information

• Chemical Name: E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one
• CAS No.: 108585-63-3
• Molecular Formula: C₂₁H₃₀O₃Si
• Molecular Weight: 358.553
• Mol file: 108585-63-3.mol

Synonyms:E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one

Chemical Property of E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one

There total 2 articles about E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one 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: 91.0%

(E)-1-(3-Benzyloxymethoxymethyl-cyclohex-1-enyl)-3-trimethylsilanyl-prop-2-en-1-ol (108585-59-7) → E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one (108585-63-3)

Guidance literature:

With nickel(IV) oxide; In diethyl ether; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90571-X

Reference yield:

<β-(Trimethylsilyl)vinyl>magnesium bromide (42201-74-1,78012-49-4) → E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one (108585-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / tetrahydrofuran / -20 °C

2: 91 percent / NiO₂ / diethyl ether / 0.5 h / Ambient temperature

With nickel(IV) oxide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4020(01)90571-X

Reference yield:

E-1-(3'-benzyloxymethoxymethyl-1'-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one (108585-63-3) → (3aR,4R,7aS)-4-Benzyloxymethoxymethyl-3a,4,5,6,7,7a-hexahydro-inden-1-one (108585-85-9,108585-90-6) + (3aR,4S,7aS)-4-Benzyloxymethoxymethyl-3a,4,5,6,7,7a-hexahydro-inden-1-one (108585-85-9,108585-90-6)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 0 ℃; for 2h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)90571-X

upstream raw materials:

(E)-1-(3-Benzyloxymethoxymethyl-cyclohex-1-enyl)-3-trimethylsilanyl-prop-2-en-1-ol

<β-(Trimethylsilyl)vinyl>magnesium bromide

Downstream raw materials:

(3aR,4R,7aS)-4-Benzyloxymethoxymethyl-3a,4,5,6,7,7a-hexahydro-inden-1-one

(3aR,4S,7aS)-4-Benzyloxymethoxymethyl-3a,4,5,6,7,7a-hexahydro-inden-1-one