1-(dimethylphenylsilanyl)-1-propylallene

Base Information

• Chemical Name: 1-(dimethylphenylsilanyl)-1-propylallene
• CAS No.: 535994-33-3
• Molecular Formula: C₁₄H₂₀Si
• Molecular Weight: 216.398
• Mol file: 535994-33-3.mol

Synonyms:1-(dimethylphenylsilanyl)-1-propylallene

Chemical Property of 1-(dimethylphenylsilanyl)-1-propylallene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(dimethylphenylsilanyl)-1-propylallene

There total 5 articles about 1-(dimethylphenylsilanyl)-1-propylallene 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: 80.0%

1-propylmagnesium chloride (2234-82-4) + 3-(dimethyl(phenyl)silyl)prop-2-yn-1-yl methanesulfonate (535994-47-9) → 1-(dimethylphenylsilanyl)-1-propylallene (535994-33-3)

Guidance literature:

1-propylmagnesium chloride; With copper(I) bromide; lithium bromide; In tetrahydrofuran; diethyl ether; at -10 ℃; for 1h;

3-(dimethyl(phenyl)silyl)prop-2-yn-1-yl methanesulfonate; In tetrahydrofuran; diethyl ether; at -60 - 23 ℃; for 2.5h;

DOI:10.1021/ol034347t

Reference yield: 78.0%

diethyl hex-2-yn-1-yl phosphate + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → 1-(dimethylphenylsilanyl)-1-propylallene (535994-33-3)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With copper(l) chloride; sodium t-butanolate; tricyclohexylphosphine; In tetrahydrofuran; toluene; at 22 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

diethyl hex-2-yn-1-yl phosphate; In tetrahydrofuran; methanol; toluene; at 22 ℃; for 2h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b02667

Reference yield: 64.0%

hex-2-yn-1-yl methyl carbonate (128792-89-2) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → 1-(dimethylphenylsilanyl)-1-propylallene (535994-33-3)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With copper(l) chloride; sodium t-butanolate; tricyclohexylphosphine; In tetrahydrofuran; toluene; at 22 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

hex-2-yn-1-yl methyl carbonate; In tetrahydrofuran; methanol; toluene; at 22 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b02667

upstream raw materials:

1-propylmagnesium chloride

3-(dimethyl(phenyl)silyl)prop-2-yn-1-yl methanesulfonate

3-(phenyldimethylsilyl)prop-2-yn-1-ol

hex-2-yn-1-ol

Downstream raw materials:

C₃₆H₆₂O₃Si₃

(2S,3R,4R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-(dimethyl-phenyl-silanyl)-4-vinyl-heptan-3-ol

(2S,3S,4S)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-(dimethyl-phenyl-silanyl)-4-vinyl-heptan-3-ol