2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene

Base Information

• Chemical Name: 2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene
• CAS No.: 117624-99-4
• Molecular Formula: C₁₈H₃₁NOSi
• Molecular Weight: 305.536
• Mol file: 117624-99-4.mol

Synonyms:2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene

Chemical Property of 2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene

There total 1 articles about 2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene 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:

[5-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-acetonitrile (117624-98-3) + butyraldehyde (123-72-8) → 2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene (117624-99-4)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/ja00184a036

Reference yield: 72.0%

2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene (117624-99-4) → (E)-1-(1-cyano-1-pentylidene)-3-((tert-butyldimethylsilyl)oxy)cyclohexane (117625-00-0) + (Z)-1-(1-cyano-1-pentylidene)-3-((tert-butyldimethylsilyl)oxy)cyclohexane (117625-15-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,3,5-trimethyl-benzene; at -30 ℃; for 15h; Yields of byproduct given;

DOI:10.1021/ja00184a036

Reference yield:

2-<(Z)-1-cyano-1-pentenyl>-4-((tert-butyldimethylsilyl)oxy)-1-cyclohexene (117624-99-4) → 2-[3-Hydroxy-cyclohex-(Z)-ylidene]-hexanenitrile (117625-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd-C / 1,3,5-trimethyl-benzene / 15 h / -30 °C

2: TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,3,5-trimethyl-benzene;

DOI:10.1021/ja00184a036

upstream raw materials:

[5-(tert-Butyl-dimethyl-silanyloxy)-cyclohex-1-enyl]-acetonitrile

butyraldehyde

Downstream raw materials:

(E)-1-(1-cyano-1-pentylidene)-3-((tert-butyldimethylsilyl)oxy)cyclohexane

(Z)-1-(1-cyano-1-pentylidene)-3-((tert-butyldimethylsilyl)oxy)cyclohexane

2-[3-Hydroxy-cyclohex-(Z)-ylidene]-hexanenitrile