(E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one

Base Information

• Chemical Name: (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one
• CAS No.: 1392278-23-7
• Molecular Formula: C₂₂H₂₈O₂Si
• Molecular Weight: 352.549
• Mol file: 1392278-23-7.mol

Synonyms:

Chemical Property of (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one

There total 4 articles about (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-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:

1-((tert-butyldiphenylsilyl)oxy)propan-2-ol (125803-68-1) → (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one (1392278-23-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic anhydride; pyridinium chlorochromate / dichloromethane / 1 h / 20 °C / Molecular sieve

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 12 h / 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 - 20 °C

4.1: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With isopropylmagnesium chloride; acetic anhydride; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/chem.201200694

Reference yield:

2-[(tert-butyldiphenylsilyl)oxy]ethanol (138499-16-8) → (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one (1392278-23-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

2.1: diethyl ether / 1 h / 0 °C

3.1: acetic anhydride; pyridinium chlorochromate / dichloromethane / 1 h / 20 °C / Molecular sieve

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: 12 h / 20 °C

5.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 - 20 °C

6.1: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With isopropylmagnesium chloride; acetic anhydride; sodium hydride; pyridinium chlorochromate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;

DOI:10.1002/chem.201200694

Reference yield:

(E)-ethyl 4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-but-2-enoate (497144-17-9) → (E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-3-en-2-one (1392278-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 - 20 °C

2: tetrahydrofuran; diethyl ether / 1 h / 0 °C

With isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether;

DOI:10.1002/chem.201200694

upstream raw materials:

(E)-4-((tertbutyldiphenylsilyl)-N-methoxy)-N,3-dimethylbut-2-en amide

methylmagnesium bromide

2-[(tert-butyldiphenylsilyl)oxy]ethanol

1-((tert-butyldiphenylsilyl)oxy)propan-2-ol

Downstream raw materials:

C₂₈H₃₄O₂Si