(+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran

Base Information

• Chemical Name: (+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran
• CAS No.: 1211945-10-6
• Molecular Formula: C₂₁H₂₀O₂S
• Molecular Weight: 336.455

Synonyms:(+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran

Chemical Property of (+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran

Chemical Property:

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Technology Process of (+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran

There total 1 articles about (+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran 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: 65.0%

(S)-4-oxa-9-phenyl-8-(p-tolylsulfinyl)-6-(E)-8-(Z)-nonadien-1-yne → (+)-(3aS,6R,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran (1211945-12-8) + (+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran (1211945-10-6) + C21H20O2S (1211945-13-9)

Guidance literature:

In chloroform-d1; at 20 ℃; for 48h; optical yield given as %de;

DOI:10.1021/jo9024489

Reference yield: 71.0%

(+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran (1211945-10-6) → (+)-(3aS,5S,7aS,S(S))-5-phenyl-6-(p-tolylsulfinyl)-1,3,3a,4,5,7a-hexahydroisobenzofuran (1211945-59-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 20h; Inert atmosphere;

DOI:10.1021/jo9024489

Reference yield: 64.0%

(+)-(3aR,6S,S(S))-6-phenyl-5-(p-tolylsulfinyl)-1,3,3a,6-tetrahydroisobenzofuran (1211945-10-6) → (+)-(3aR,4R,5R,7aS,S(S))-5-n-phenyl-6-(p-tolylsulfinyl)-1,3,3a,4,5,7a-hexahydroisobenzofuran-3a,4-diol

Guidance literature:

With osmium(VIII) oxide; trimethylamine-N-oxide; In water; acetone; at 20 ℃; for 0.25h;

DOI:10.1021/jo9024489

Downstream raw materials:

(+)-(3aS,5S,7aS,S(S))-5-phenyl-6-(p-tolylsulfinyl)-1,3,3a,4,5,7a-hexahydroisobenzofuran

C₂₁H₁₈O₃S

(+)-(3aR,4R,5R,7aS)-3a,4-epoxy-5-phenyl-6-tosyl-1,3,3a,4,5,7a-hexahydroisobenzofuran

C₂₃H₂₁ClO₃S

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