(R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane

Base Information

• Chemical Name: (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane
• CAS No.: 374568-59-9
• Molecular Formula: C₁₈H₃₀OSi
• Molecular Weight: 290.521
• Mol file: 374568-59-9.mol

Synonyms:(R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane

Chemical Property of (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane

There total 5 articles about (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane 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: 96.0%

ethylzinc chloride (2633-75-2) + (R,E)-(5-(benzyloxy)-1-iodo-3-methylpent-1-enyl)trimethylsilane (374568-58-8) → (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane (374568-59-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethyl acetate; at 20 ℃; for 1h;

DOI:10.1021/ol016486l

Reference yield: 95.8%

ethylmagnesium bromide (925-90-6) + (R,E)-(5-(benzyloxy)-1-iodo-3-methylpent-1-enyl)trimethylsilane (374568-58-8) → (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane (374568-59-9)

Guidance literature:

ethylmagnesium bromide; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

(R,E)-(5-(benzyloxy)-1-iodo-3-methylpent-1-enyl)trimethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1021/ol048664r

Reference yield:

(R)-5-(benzyloxy)-3-methyl-1-(trimethylsilyl)-1-pentyne (90246-43-8) → (R,Z)-(7-(benzyloxy)-5-methylhept-3-en-3-yl)trimethylsilane (374568-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Cp₂ZrHCl / tetrahydrofuran / 1 h / 55 °C

1.2: 6.37 g / I₂ / tetrahydrofuran / 0.5 h / 20 °C

2.1: ZnCl₂ / tetrahydrofuran; diethyl ether / 0 - 20 °C

2.2: 95.8 percent / Pd(PPh₃)4 / tetrahydrofuran; diethyl ether / 0.5 h / 20 °C

With Schwartz's reagent; zinc(II) chloride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol048664r

upstream raw materials:

ethylzinc chloride

(R,E)-(5-(benzyloxy)-1-iodo-3-methylpent-1-enyl)trimethylsilane

ethylmagnesium bromide

(2R)-4-(Benzyloxy)-2-methyl-1-butanal

Downstream raw materials:

((Z)-(R)-5-Iodo-3-methyl-hept-4-enyloxymethyl)-benzene