(R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

Base Information

Chemical Name:(R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate
CAS No.:151990-49-7
Molecular Formula:C₁₂H₁₃F₃O₃
Molecular Weight:262.229
Hs Code.:

Synonyms:(R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

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Technology Process of (R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

There total 5 articles about (R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate 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: 87.0%

: 151990-48-6
(R)-methyl 5,5,5-trifluoro-4-benzyloxy-4-phenylpentanoate

: 151990-49-7
(R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

Guidance literature:: With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; for 12h; under 3800 Torr;
DOI:10.1016/S0957-4166(00)80378-X

Reference yield:

: 88445-11-8,88445-10-7,99727-20-5
(R)-4,4,4-trifluoro-3-phenyl-3-hydroxybutyne

: 151990-49-7
(R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) Et₂O, reflux, 15 min, 2.) Et₂O, DMSO, reflux, 1 h

2: 1.) LDA, 2.) HMPA / 1.) THF, from -78 deg C to RT, 1 h, 2.) THF, -78 deg C, 10 min

3: 86 percent / H₂ / PtO₂ / methanol / 760 Torr

4: 87 percent / H₂, p-TsOH / 10percent Pd/C / methanol / 12 h / 3800 Torr

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; platinum(IV) oxide; palladium on activated charcoal; In methanol;
DOI:10.1016/S0957-4166(00)80378-X

Reference yield:

: 141946-97-6,142034-44-4
(+)-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl acetate

: 151990-49-7
(R)-methyl 5,5,5-trifluoro-4-hydroxy-4-phenylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / 5percent methanolic KOH / 0.5 h

2: 1.) NaH / 1.) Et₂O, reflux, 15 min, 2.) Et₂O, DMSO, reflux, 1 h

3: 1.) LDA, 2.) HMPA / 1.) THF, from -78 deg C to RT, 1 h, 2.) THF, -78 deg C, 10 min

4: 86 percent / H₂ / PtO₂ / methanol / 760 Torr

5: 87 percent / H₂, p-TsOH / 10percent Pd/C / methanol / 12 h / 3800 Torr

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; hydrogen; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; platinum(IV) oxide; palladium on activated charcoal; In methanol;
DOI:10.1016/S0957-4166(00)80378-X