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

Base Information

• Chemical Name: (-)-(2S,3R,6S,R_S)-6-methyl-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran
• CAS No.: 729594-00-7
• Molecular Formula: C₁₉H₂₀O₂S
• Molecular Weight: 312.433

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

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

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

There total 1 articles about (-)-(2S,3R,6S,R_S)-6-methyl-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: 70.0%

(-)-(2SSS)-3-(Z)-5-(Z)-6-phenyl-5-(p-tolylsulfinyl)hexa-3,5-dien-2-ol (729593-96-8) → (-)-(2S,3R,6S,RS)-6-methyl-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729594-00-7) + (2S,6S)-2-Methyl-6-phenyl-5-((S)-toluene-4-sulfinyl)-3,6-dihydro-2H-pyran

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1021/ol049393n

Reference yield: 100.0%

(-)-(2S,3R,6S,RS)-6-methyl-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729594-00-7) → (+)-(2S,3R,6R)-2-methyl-6-phenyl-3,6-dihydro-2H-pyran-3-ol (1082073-83-3)

Guidance literature:

With sodium sulphide nonahydrate; In methanol; at 50 ℃; for 46h; Inert atmosphere;

DOI:10.1021/jo8015709

Reference yield: 65.0%

(-)-(2S,3R,6S,RS)-6-methyl-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729594-00-7) → (+)-(2S,3R,6R)-2-methyl-6-phenyl-3,6-dihydro-2H-pyran-3-ol (1082073-83-3) + (+)-(2S,3S,6R)-2-methyl-6-phenyl-3,6-dihydro-2H-pyran-3-ol (1082073-78-6)

Guidance literature:

With diethylamine; In methanol; at 65 ℃; for 168h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/jo8015709

upstream raw materials:

(-)-(2SS_S)-3-(Z)-5-(Z)-6-phenyl-5-(p-tolylsulfinyl)hexa-3,5-dien-2-ol

Downstream raw materials:

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

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

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