(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

Base Information

Chemical Name:(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate
CAS No.:144729-04-4
Molecular Formula:C₂₀H₂₀F₂O₂S
Molecular Weight:362.44
Hs Code.:

Synonyms:(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

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Chemical Property of (1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

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Technology Process of (1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

There total 6 articles about (1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-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: 90.0%

: 144788-28-3
(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol

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

: 144729-04-4
(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86600-X

Reference yield:

: 1517-82-4
(-)-menthyl p-toluenesulfinate

: 144729-04-4
(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1) Mg, I₂ / 1) ether, 2h, 2) benzene, RT, 30 min

2: 1) LDA / 1) THF, 3 min, 2) THF, -65 deg C, 5 min

3: 13.3 percent / NaBH₄, aq. NH₃ / methanol / 0.17 h / -20 °C

4: 69.9 percent / Bu₃SnH / benzene / 0.07 h / 35 °C / Irradiation

5: 95 percent / NaI, (CF₃CO)2O / acetone / 0.17 h / -40 °C

6: 90 percent / 4-(dimethylamino)pyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 20 h / Ambient temperature

With dmap; ammonium hydroxide; sodium tetrahydroborate; iodine; tri-n-butyl-tin hydride; magnesium; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; sodium iodide; lithium diisopropyl amide; In methanol; dichloromethane; acetone; benzene;
DOI:10.1016/S0040-4020(01)86600-X

Reference yield:

: 115878-98-3
(R)-1-(but-3-ene-1-sulfinyl)-4-methyl-benzene

: 144729-04-4
(1S,3S,5R)-2,2-difluoro-3-methyl-5-<(4-methylphenyl)sulfenyl>cyclopentan-1-ol benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1) LDA / 1) THF, 3 min, 2) THF, -65 deg C, 5 min

2: 13.3 percent / NaBH₄, aq. NH₃ / methanol / 0.17 h / -20 °C

3: 69.9 percent / Bu₃SnH / benzene / 0.07 h / 35 °C / Irradiation

4: 95 percent / NaI, (CF₃CO)2O / acetone / 0.17 h / -40 °C

5: 90 percent / 4-(dimethylamino)pyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 20 h / Ambient temperature

With dmap; ammonium hydroxide; sodium tetrahydroborate; tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; sodium iodide; lithium diisopropyl amide; In methanol; dichloromethane; acetone; benzene;
DOI:10.1016/S0040-4020(01)86600-X