(+)-(2E)-(1R,S_S)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol

Base Information

• Chemical Name: (+)-(2E)-(1R,S_S)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol
• CAS No.: 219776-42-8
• Molecular Formula: C₁₈H₁₈O₂S
• Molecular Weight: 298.406
• Mol file: 219776-42-8.mol

Synonyms:(+)-(2E)-(1R,S_S)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol

Chemical Property of (+)-(2E)-(1R,S_S)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2E)-(1R,S_S)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol

There total 1 articles about (+)-(2E)-(1R,S_S)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol 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: 38.0%

benzaldehyde (100-52-7) + (R)-(1,3-Butadienyl)-p-tolyl-sulfoxid (951133-73-6) → (+)-(2E)-(1R,SS)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol (219776-42-8) + 1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol + (-)-(2E)-(1S,SS)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol (219776-44-0)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.166667h;

DOI:10.1021/jo0349173

Reference yield: 80.0%

tributylchlorosilane (995-45-9) + (+)-(2E)-(1R,SS)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol (219776-42-8) → (+)-(1S,2E,S(S))-tributyl [1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-yloxy]silane (1291100-06-5)

Guidance literature:

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

DOI:10.1021/ol200718y

Reference yield: 67.0%

(+)-(2E)-(1R,SS)-1-phenyl-2-(p-tolylsulfinyl)penta-2,4-dien-1-ol (219776-42-8) → (+)-(αR,2S,3S)-2-(α-hydroxybenzyl)-2-(p-tolylsulfonyl)-3-vinyloxirane (228417-08-1)

Guidance literature:

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In decane; benzene; for 12.5h; Ambient temperature;

upstream raw materials:

benzaldehyde

(R)-(1,3-Butadienyl)-p-tolyl-sulfoxid

Downstream raw materials:

(+)-(αR,2S,3S)-2-(α-hydroxybenzyl)-2-(p-tolylsulfonyl)-3-vinyloxirane

(-)-(3S,4S,5R)-3,4-epoxy-5-phenyl-4-(p-tolylsulfonyl)tetrahydrofuran-2-ol

(3S,4S,5R)-3,4-epoxy-5-phenyl-4-(p-tolylsulfonyl)tetrahydrofuran-2-yl acetate