tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane
• CAS No.: 157394-82-6
• Molecular Formula: C₃₁H₄₀OSi
• Molecular Weight: 456.743
• Mol file: 157394-82-6.mol

Synonyms:tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane

Chemical Property of tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane

There total 6 articles about tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane 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: 95.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (3E,5E,9Z)-(R)-Pentadeca-3,5,9-trien-1-yn-7-ol (158719-07-4) → tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane (157394-82-6)

Guidance literature:

With pyridine; silver nitrate; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1021/ja00091a004

Reference yield:

Toluene-4-sulfonic acid (2R,3S)-5-hydroxy-2-((Z)-oct-2-enyl)-tetrahydro-furan-3-yl ester (135236-80-5,135236-82-7) → tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane (157394-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HMPA, NaN(SiMe₃)2 / 1.) THF, from -78 deg C to RT, 1.5 h, 2.) THF, from -78 to -30 deg C, 4 h

2: 97 percent / n-Bu₄NF / tetrahydrofuran / 1 h / 24 °C

3: 95 percent / pyridine, AgNO₃ / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; silver nitrate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00091a004

Reference yield:

7(R)-hydroxy-1-(trimethylsilyl)-3(E),5(E),9(Z)-pentadecatrien-1-yne (158719-00-7) → tert-Butyl-[(Z)-(R)-((1E,3E)-1-hexa-1,3-dien-5-ynyl)-non-3-enyloxy]-diphenyl-silane (157394-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / n-Bu₄NF / tetrahydrofuran / 1 h / 24 °C

2: 95 percent / pyridine, AgNO₃ / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; silver nitrate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00091a004

upstream raw materials:

tert-butylchlorodiphenylsilane

(3E,5E,9Z)-(R)-Pentadeca-3,5,9-trien-1-yn-7-ol

Toluene-4-sulfonic acid (2R,3S)-5-hydroxy-2-((Z)-oct-2-enyl)-tetrahydro-furan-3-yl ester

7(R)-hydroxy-1-(trimethylsilyl)-3(E),5(E),9(Z)-pentadecatrien-1-yne

Downstream raw materials:

(8E,10E,14Z)-(3R,12R)-3,12-Bis-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-icosa-8,10,14-trien-6-yn-5-one

1-bromo-7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-yne

3(S),12(R)-bis<(tert-butyldiphenylsilyl)oxy>-5(S)-hydroxy-6(Z),8(E),10(E),14(Z)-eicosatetranoic δ-lactone

3(R),12(R)-bis<(tert-butyldiphenylsilyl)oxy>-5(S)-hydroxy-6(Z),8(E),10(E),14(Z)-eicosatetranoic δ-lactone