(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

Base Information

Chemical Name:(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate
CAS No.:139965-08-5
Molecular Formula:C₂₁H₂₃FO₂S
Molecular Weight:358.477
Hs Code.:

Synonyms:(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

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Chemical Property of (1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

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Technology Process of (1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

There total 7 articles about (1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate 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: 72.0%

: 65-85-0,8013-63-6
benzoic acid

: 165317-22-6
(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol

: 139965-08-5
(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1021/jo00100a057

Reference yield:

: 139965-00-7
(2S,3S,R_S)-1,1-Dichloro-1-fluoro-3-<(4-methylphenyl)sulfinyl>hept-6-en-2-ol

: 139965-08-5
(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 33.1 percent / tributyltin hydride, AIBN / benzene / 5 h / 74 °C

2: 40 percent / Bu₃SnH / benzene / 5 h / 74 °C

3: 88 percent / NaI, trifluoroacetic anhydride / acetone / 0.17 h / -40 °C

4: 72 percent / 4-(dimethylamino)pyridine, DCC / CH₂Cl₂ / 48 h / Ambient temperature

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; sodium iodide; In dichloromethane; acetone; benzene;
DOI:10.1021/jo00100a057

Reference yield:

: 118558-73-9
(+)-(R_S)-5-<(4-Methylphenyl)sulfinyl>pent-1-ene

: 139965-08-5
(1R,2R,3S,6S)-2-Fluoro-3-methyl-6-<(4-methylphenyl)thio>cyclohexan-1-ol benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / LDA / tetrahydrofuran / 0.08 h / -65 °C

2: 19 percent / NaBH₄ / methanol; aq. NH₃ / 0.17 h / -20 °C

3: 33.1 percent / tributyltin hydride, AIBN / benzene / 5 h / 74 °C

4: 40 percent / Bu₃SnH / benzene / 5 h / 74 °C

5: 88 percent / NaI, trifluoroacetic anhydride / acetone / 0.17 h / -40 °C

6: 72 percent / 4-(dimethylamino)pyridine, DCC / CH₂Cl₂ / 48 h / Ambient temperature

With dmap; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ammonium hydroxide; dichloromethane; acetone; benzene;
DOI:10.1021/jo00100a057