Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester
• CAS No.: 123167-28-2
• Molecular Formula: C₂₈H₃₂O₄SSi
• Molecular Weight: 492.711
• Mol file: 123167-28-2.mol

Synonyms:Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester

Chemical Property of Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester

There total 3 articles about Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester 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: 96.0%

5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol (88159-03-9) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester (123167-28-2)

Guidance literature:

With potassium hydroxide; In diethyl ether; at -20 - 0 ℃; for 1h;

DOI:10.1021/jo00284a025

Reference yield:

4-(tert-butyldiphenylsilyloxy)-1-butyne (88158-68-3) → Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester (123167-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) from -78 deg C to 25 deg C, 12 h

2: 96 percent / KOH / diethyl ether / 1 h / -20 - 0 °C

With potassium hydroxide; n-butyllithium; In diethyl ether;

DOI:10.1021/jo00284a025

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → Toluene-4-sulfonic acid 5-(tert-butyl-diphenyl-silanyloxy)-pent-2-ynyl ester (123167-28-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / imidazole / 12 h / 25 °C

2: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) from -78 deg C to 25 deg C, 12 h

3: 96 percent / KOH / diethyl ether / 1 h / -20 - 0 °C

With 1H-imidazole; potassium hydroxide; n-butyllithium; In diethyl ether;

DOI:10.1021/jo00284a025

upstream raw materials:

5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol

p-toluenesulfonyl chloride

4-(tert-butyldiphenylsilyloxy)-1-butyne

tert-butylchlorodiphenylsilane

Downstream raw materials:

[(3Z,6Z)-9-(tert-Butyl-diphenyl-silanyloxy)-nona-3,6-dienyl]-triphenyl-phosphonium; bromide

C₃₃H₃₅⁽²⁾H₅P⁽¹⁺⁾*Br^(1-)

(3Z,5Z,7Z)-19,19,20,20,20-pentadeuterio-1-(tert-butyldiphenylsiloxy)pentadeca-3,5,7-trien-1-ol

9-(tert-Butyl-diphenyl-silanyloxy)-nona-3,6-diyn-1-ol