Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester
• CAS No.: 87920-63-6
• Molecular Formula: C₃₁H₄₉NO₄SSi
• Molecular Weight: 559.886
• Mol file: 87920-63-6.mol

Synonyms:

Chemical Property of Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester

There total 4 articles about Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl 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:

trimethylsilyl cyanide (7677-24-9) + Toluene-4-sulfonic acid (4E,8E,12E)-1-isopropyl-4,8,12-trimethyl-14-oxo-tetradeca-4,8,12-trienyl ester (87920-61-4) → Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester (87920-63-6)

Guidance literature:

With potassium cyanide; perhydrodibenzo-18-crown-6; at 0 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(00)86019-0

Reference yield:

(6E,10E,14E)-16-(1-Ethoxy-ethoxy)-2,6,10,14-tetramethyl-hexadeca-6,10,14-trien-3-ol → Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester (87920-63-6)

Guidance literature:

Multi-step reaction with 4 steps

1: tosylation

2: removal of 1-ethoxyethyl group

3: MnO₂

4: KCN, dicyclohexyl-18-crown-6-complex / 0.08 h / 0 °C

With potassium cyanide; perhydrodibenzo-18-crown-6; manganese(IV) oxide;

DOI:10.1016/S0040-4039(00)86019-0

Reference yield:

Toluene-4-sulfonic acid (4E,8E,12E)-14-hydroxy-1-isopropyl-4,8,12-trimethyl-tetradeca-4,8,12-trienyl ester → Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-1-isopropyl-4,8,12-trimethyl-14-trimethylsilanyloxy-tetradeca-4,8,12-trienyl ester (87920-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: MnO₂

2: KCN, dicyclohexyl-18-crown-6-complex / 0.08 h / 0 °C

With potassium cyanide; perhydrodibenzo-18-crown-6; manganese(IV) oxide;

DOI:10.1016/S0040-4039(00)86019-0

upstream raw materials:

trimethylsilyl cyanide

Toluene-4-sulfonic acid (4E,8E,12E)-1-isopropyl-4,8,12-trimethyl-14-oxo-tetradeca-4,8,12-trienyl ester

Toluene-4-sulfonic acid (4E,8E,12E)-14-(1-ethoxy-ethoxy)-1-isopropyl-4,8,12-trimethyl-tetradeca-4,8,12-trienyl ester

Downstream raw materials:

Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-14-hydroxy-1-isopropyl-4,8,12-trimethyl-tetradeca-4,8,12-trienyl ester

Toluene-4-sulfonic acid (4E,8E,12E)-14-cyano-14-(1-ethoxy-ethoxy)-1-isopropyl-4,8,12-trimethyl-tetradeca-4,8,12-trienyl ester