Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

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Chemical Name:Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester
CAS No.:1026305-29-2
Molecular Formula:C₂₂H₂₃F₃O₄S
Molecular Weight:440.483
Hs Code.:

Synonyms:Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

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Chemical Property of Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

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Technology Process of Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

There total 8 articles about Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester 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:

: 407-25-0
trifluoroacetic anhydride

: 436807-64-6
[2S,6R,(S)R]-2-(p-methoxyphenyl)-6-[(p-tolylsulfinyl)methyl]tetrahydropyran

: 1026305-29-2
Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

Guidance literature:: With 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride; In acetonitrile; at 0 ℃; for 0.166667h;
DOI:10.1021/jo034817x

Reference yield:

: 108-55-4
glutaric anhydride,

: 1026305-29-2
Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: LDA / tetrahydrofuran / 2 h / -78 °C

2: K₂CO₃ / acetone / 2 h / Heating

3: 87 percent / DIBALH; ZnBr₂ / tetrahydrofuran; heptane / 0.5 h / -78 °C

4: 93 percent / AlMe₃ / CH₂Cl₂ / 4 h / Heating

5: 71 percent / tetrahydrofuran; diethyl ether / 50 °C

6: 92 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / 0.25 h / 0 °C

7: TFAA; 2,4,6-collidine / acetonitrile / 0.17 h / 0 °C

With 2,4,6-trimethyl-pyridine; triethylsilane; trimethylsilyl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; potassium carbonate; trifluoroacetic anhydride; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane; dichloromethane; acetone; acetonitrile; 7: Pummerer reaction;
DOI:10.1021/jo034817x

Reference yield:

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 1026305-29-2
Trifluoro-acetic acid [(2R,6S)-6-(4-methoxy-phenyl)-tetrahydro-pyran-2-yl]-p-tolylsulfanyl-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: LDA / tetrahydrofuran / 2 h / -78 °C

2: K₂CO₃ / acetone / 2 h / Heating

3: 87 percent / DIBALH; ZnBr₂ / tetrahydrofuran; heptane / 0.5 h / -78 °C

4: 93 percent / AlMe₃ / CH₂Cl₂ / 4 h / Heating

5: 71 percent / tetrahydrofuran; diethyl ether / 50 °C

6: 92 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / 0.25 h / 0 °C

7: TFAA; 2,4,6-collidine / acetonitrile / 0.17 h / 0 °C

With 2,4,6-trimethyl-pyridine; triethylsilane; trimethylsilyl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; potassium carbonate; trifluoroacetic anhydride; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; n-heptane; dichloromethane; acetone; acetonitrile; 7: Pummerer reaction;
DOI:10.1021/jo034817x