(-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran

Base Information

• Chemical Name: (-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran
• CAS No.: 729593-99-1
• Molecular Formula: C₁₈H₁₈O₂S
• Molecular Weight: 298.406
• Mol file: 729593-99-1.mol

Synonyms:(-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran

Chemical Property of (-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran

There total 3 articles about (-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran 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: 84.0%

(-)-(S)-2-(Z)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol (729593-95-7) → (Z)-5-phenyl-2-penten-4-yn-1-ol (129593-48-2) + (-)-(2S,3R,RS)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729593-99-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1021/ol049393n

Reference yield: 67.0%

(+)-(S)-2-(Z)-4-(E)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol → (+)-(2R,3S,RS)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729593-81-1) + (-)-(2S,3R,RS)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729593-99-1) + (R)-6-Phenyl-5-((S)-toluene-4-sulfinyl)-3,6-dihydro-2H-pyran

Guidance literature:

With potassium hydride; In tetrahydrofuran; at -30 - 20 ℃; for 2h;

DOI:10.1021/jo801029q

Reference yield:

(-)-(S)-2-(Z)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol (729593-95-7) → (-)-(2S,3R,RS)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729593-99-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1080/10426500590910819

upstream raw materials:

(-)-(S)-2-(Z)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol

Downstream raw materials:

C₁₈H₂₀O₄S

(+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol

(3R,6R)-6-phenyl-3,6-dihydro-2H-pyran-3-ol

(-)-(3R,6S)-6-phenyl-3,6-dihydro-2H-pyran-3-ol