[(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal

Base Information

• Chemical Name: [(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal
• CAS No.: 170117-32-5
• Molecular Formula: C₁₆H₂₀O₄S
• Molecular Weight: 308.398

Synonyms:[(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal

Chemical Property of [(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal

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Technology Process of [(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal

There total 1 articles about [(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal 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:

(R)-methyl p-tolyl sulfoxide (1519-39-7) + 4,4-dimethoxycyclohexa-2,5-dienone (935-50-2) → [(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal (170117-32-5)

Guidance literature:

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

DOI:10.1016/0040-4039(95)00879-H

Reference yield: 80.0%

[(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal (170117-32-5) + (2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)hydrazine (1868-85-5) → [S(R)]-2',3',5',6'-tetrafluoro-4'-trifluoromethyl-4-[(p-tolylsulfinyl)methyl]-azobenzene

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/jo0498011

Reference yield:

[(S)R]-4-hydroxy-4-[(p-tolylsulfinyl)methyl]-2,5-cyclohexadienone dimethyl acetal (170117-32-5) → [(S)R]-4-hydroxy-4-[p-(tolylsulfinyl)methyl]cyclohexa-2,5-dienone (170117-33-6)

Guidance literature:

With oxalic acid; In tetrahydrofuran; water; Yield given;

DOI:10.1016/0040-4039(95)00879-H

upstream raw materials:

(R)-methyl p-tolyl sulfoxide

4,4-dimethoxycyclohexa-2,5-dienone

Downstream raw materials:

[(S)R]-4-hydroxy-4-[p-(tolylsulfinyl)methyl]cyclohexa-2,5-dienone

(1R,4S,4aR,8R,8aS)-8-Hydroxy-8-((R)-toluene-4-sulfinylmethyl)-4,4a,8,8a-tetrahydro-1H-1,4-methano-naphthalen-5-one

(1S,4R,4aS,8S,8aR)-8-Hydroxy-8-((R)-toluene-4-sulfinylmethyl)-4,4a,8,8a-tetrahydro-1H-1,4-methano-naphthalen-5-one

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