(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane

Base Information

• Chemical Name: (+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane
• CAS No.: 951133-51-0
• Molecular Formula: C₂₃H₃₈O₂SSi
• Molecular Weight: 406.705
• Mol file: 951133-51-0.mol

Synonyms:(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane

Chemical Property of (+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane

There total 1 articles about (+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane 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: 89.0%

(+)-(5S,S(S))-(4E)-4-(p-tolylsulfinyl)deca-1,3-dien-5-ol (951133-45-2) + triethylsilyl chloride (994-30-9) → (+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane (951133-51-0)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo801803m

Reference yield: 35.0%

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane (951133-51-0) → (-)-(5S)-(4E)-4-(p-tolylsulfonyl)deca-1,3-dien-5-ol (951133-77-0) + (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-79-2) + (2S,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-63-4)

Guidance literature:

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane; With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); ammonium acetate; dihydrogen peroxide; In methanol; dichloromethane; at 0 - 4 ℃; for 48h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 17h; optical yield given as %de; Further stages; Inert atmosphere;

DOI:10.1021/jo801803m

Reference yield:

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane (951133-51-0) → C23H38O3SSi (1092556-32-5) + C23H38O4SSi (1092556-90-5) + C23H38O4SSi (1092556-37-0)

Guidance literature:

With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); ammonium acetate; dihydrogen peroxide; In methanol; dichloromethane; at 0 - 4 ℃; for 48h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/jo801803m

upstream raw materials:

(+)-(5S,S(S))-(4E)-4-(p-tolylsulfinyl)deca-1,3-dien-5-ol

triethylsilyl chloride

Downstream raw materials:

(-)-(5S)-(4E)-4-(p-tolylsulfonyl)deca-1,3-dien-5-ol

(2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol

(2S,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol

C₂₃H₃₈O₃SSi