(2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol

Base Information

• Chemical Name: (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol
• CAS No.: 138373-68-9
• Molecular Formula: C₁₈H₂₈F₂O₃Si
• Molecular Weight: 358.501

Synonyms:(2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol

Chemical Property of (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol

There total 4 articles about (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol 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:

3,4-dihydro-2H-pyran (110-87-2) → (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol (138373-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: diethyl ether / 1 h / 0 °C

With pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane;

DOI:10.1248/cpb.39.2241

Reference yield:

(S)-2-(p-toluenesulfonyloxy)-2',4'-difluoropropiophenone (126918-15-8) → (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol (138373-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / dimethylformamide / 1 h / -15 °C

2: 90 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

3: diethyl ether / 1 h / 0 °C

With lithium hydroxide; pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2241

Reference yield:

(2S)-2',4'-Difluoro-2-hydroxypropiophenone (126918-14-7) → (2R,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-1-trimethylsilanyl-butan-2-ol (138373-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: diethyl ether / 1 h / 0 °C

With pyridinium p-toluenesulfonate; In diethyl ether; dichloromethane;

DOI:10.1248/cpb.39.2241

upstream raw materials:

(trimethylsilyl)methylmagnesium chloride

(2S)-2',4'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone

3,4-dihydro-2H-pyran

(S)-2-(p-toluenesulfonyloxy)-2',4'-difluoropropiophenone

Downstream raw materials:

(2R,3S)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-butane-2,3-diol

(4R,5S)-4-(2,4-difluorophenyl)-5-methyl-4-<(1H-1,2,4-triazol-1-yl)methyl>-1,3,2-dioxathiolane 2-oxide

(4R,5S)-4-(2,4-difluorophenyl)-5-methyl-4-<(1H-1,2,4-triazol-1-yl)methyl>-1,3,2-dioxathiolane 2,2-dioxide

(1S)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol

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