5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol

Base Information

• Chemical Name: 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol
• CAS No.: 225114-91-0
• Molecular Formula: C₂₁H₂₆O₂Si
• Molecular Weight: 338.522
• Mol file: 225114-91-0.mol

Synonyms:5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol

Chemical Property of 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol

There total 10 articles about 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-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: 90.0%

(S)-5-((tert-butyldiphenylsilyl)oxy)-1-(trimethylsilyl)pent-1-yn-3-ol (225114-87-4) → 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol (225114-91-0)

Guidance literature:

(S)-5-((tert-butyldiphenylsilyl)oxy)-1-(trimethylsilyl)pent-1-yn-3-ol; With potassium carbonate; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

With water; In methanol; Inert atmosphere;

DOI:10.1055/s-0033-1339493

Reference yield: 85.0%

C21H27ClO2Si → 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol (225114-91-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - -40 ℃; for 3h;

DOI:10.1016/j.tetlet.2007.10.021

Reference yield:

3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol (225114-91-0)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran

2: DMSO; (COCl)2 / tetrahydrofuran

3: 90 percent / 0.01 M aq. Na₂B₄O₇ / methanol / 0.5 h / 20 °C

4: 9-borabicyclo<3.3.1>nonane; (S)-(-)-α-pinene / tetrahydrofuran

With borax; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; (-)-α-pinene; dimethyl sulfoxide; In tetrahydrofuran; methanol; 1: Condensation / 2: Oxidation / 3: desilylation / 4: Reduction;

DOI:10.1039/a807074a

upstream raw materials:

5-tert-butyldiphenylsilyloxypent-1-yn-3-one

3-(tert-butyldiphenylsilyloxy)-1-propanal

3-(tert-butyldiphenylsilyloxy)propan-1-ol

5-(tert-Butyl-diphenyl-silanyloxy)-1-trimethylsilanyl-pent-1-yn-3-one

Downstream raw materials:

C₂₃H₂₉BrO₃SiZn

C₄₃H₅₂O₆SSi

C₂₃H₃₀O₃Si