(Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol

Base Information

• Chemical Name: (Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol
• CAS No.: 330444-59-2
• Molecular Formula: C₂₀H₄₂O₂Si₂
• Molecular Weight: 370.723
• Mol file: 330444-59-2.mol

Synonyms:(Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol

Chemical Property of (Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol

There total 1 articles about (Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-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: 52.0%

3-(tert-butyl-dimethyl-silanyloxy)-2-trimethylsilanylmethyl-propene (237749-52-9) + cyclohexanecarbaldehyde (2043-61-0) → (Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol (330444-59-2)

Guidance literature:

With diethylaluminium chloride; In hexane; dichloromethane; at -78 ℃; for 1h;

DOI:10.1055/s-2002-28506

Reference yield:

(Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol (330444-59-2) → (2R,3S,5S)-3-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-cyclohexyl-3-trimethylsilanylmethyl-tetrahydro-furan

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 25 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(02)00240-X

Reference yield:

(Z)-4-{[tert-butyl(dimethyl)silyl]oxy}-1-cyclohexyl-3-[(trimethylsilyl)methyl]but-3-en-1-ol (330444-59-2) → 4-Cyclohexyl-4-hydroxy-2-methylene-butyraldehyde (445482-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS / tetrahydrofuran / 0.17 h

2: TBAF / CH₂Cl₂; tetrahydrofuran

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-2002-28506

upstream raw materials:

3-(tert-butyl-dimethyl-silanyloxy)-2-trimethylsilanylmethyl-propene

cyclohexanecarbaldehyde

Downstream raw materials:

4-Cyclohexyl-4-hydroxy-2-methylene-butyraldehyde