(Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene

Base Information

• Chemical Name: (Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene
• CAS No.: 149777-70-8
• Molecular Formula: C₂₂H₃₈OSi
• Molecular Weight: 346.629
• Mol file: 149777-70-8.mol

Synonyms:(Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene

Chemical Property of (Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene

There total 1 articles about (Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene 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:

ethyltriphenylphosphonium bromide (1530-32-1) + 6-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>hexanal (144180-72-3) → (Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene (149777-70-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; Yield given. Multistep reaction; 1.) THF, room temp., 20 min; -78 deg C, 10 min, 2.) -78 deg C to room temp., 1 h; room temp., 1 h;

DOI:10.1021/jo00071a024

Reference yield: 91.0%

(Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene (149777-70-8) → (Z)-8-(3,5-Dimethylphenyl-4-hydroxyphenyl)-2-octene (149777-42-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 10h; Ambient temperature;

DOI:10.1021/jo00071a024

Reference yield:

(Z)-8-<<(4-tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-2-octene (149777-70-8) → (+/-)-1-<4-(Acetyloxy)-3,5-dimethylphenyl>-6-ethyl-1-cyclohexene

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / n-Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

2: Ag₂O / CD₂Cl₂ / 0.42 h / Ambient temperature

3: TiCl₄ / CH₂Cl₂ / 0.67 h / -78 °C

4: pyridine, DMAP / CH₂Cl₂ / 8 h

With pyridine; dmap; tetrabutyl ammonium fluoride; titanium tetrachloride; silver(l) oxide; In tetrahydrofuran; dichloromethane; dichloromethane-d2;

DOI:10.1021/jo00071a024

upstream raw materials:

ethyltriphenylphosphonium bromide

6-<4-<(tert-butyldimethylsilyl)oxy>-3,5-dimethylphenyl>hexanal

Downstream raw materials:

(Z)-8-(3,5-Dimethylphenyl-4-hydroxyphenyl)-2-octene

(Z)-8-(3,5-Dimethyl-4-oxo-2,5-cyclohexadien-1-ylidene)-2-octene

1-(4-Hydroxy-3,5-dimethylphenyl)-6-ethyl-1-cyclohexene