Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester

Base Information

• Chemical Name: Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester
• CAS No.: 114789-62-7
• Molecular Formula: C₁₂H₂₀O₂S₂Si
• Molecular Weight: 288.507
• Mol file: 114789-62-7.mol

Synonyms:Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester

Chemical Property of Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester

There total 1 articles about Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) 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: 98.0%

2-trimethylsilylethanethiol (18143-30-1) + toluene-p-sulfonyl bromide (1950-69-2) → 1-trimethylsilanyl-2-(2-trimethylsilanyl-ethyldisulfanyl)-ethane (51231-40-4) + Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester (114789-62-7)

Guidance literature:

With triethylamine; In tetrachloromethane; at 0 ℃; for 0.5h; Yields of byproduct given;

Reference yield: 64.0%

Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester (114789-62-7) + phenylacetylene (536-74-3) → Trimethyl-(2-phenylethynylsulfanyl-ethyl)-silane (209671-92-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1016/S0040-4039(98)00540-1

Reference yield:

Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester (114789-62-7) → {6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxol-5-yl}-methanol (118419-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) THF, ether, -78 deg C, 2.) 0 deg C

2: 93 percent / NaBH₄ / tetrahydrofuran; methanol / 0.17 h / Ambient temperature

With sodium tetrahydroborate; In tetrahydrofuran; methanol;

DOI:10.1021/ja00184a082

upstream raw materials:

2-trimethylsilylethanethiol

toluene-p-sulfonyl bromide

Downstream raw materials:

[2-(1-Benzenesulfonyl-cyclohexylsulfanyl)-ethyl]-trimethyl-silane

2-Benzyl-6-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexanone

6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde

5-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-6-[1,3]dioxolan-2-yl-benzo[1,3]dioxole