(2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol

Base Information

• Chemical Name: (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol
• CAS No.: 126918-18-1
• Molecular Formula: C₂₀H₃₂F₂O₄Si
• Molecular Weight: 402.554
• Mol file: 126918-18-1.mol

Synonyms:(2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol

Chemical Property of (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol

There total 10 articles about (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol 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:

(2S)-2',4'-Difluoro-2-hydroxypropiophenone (126918-14-7) → (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol (126918-18-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / pyridine / 0.5 h / 0 °C

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

3: 87 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

4: 1) Mg / 1) ether, 3h, reflux, 2) THF, RT, 15 min

With pyridine; lithium hydroxide; pyridinium p-toluenesulfonate; magnesium; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2241

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (2S,3R)-2-(2,4-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(2-tetrahydropyranyloxy)-2-butanol (126918-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: 1) Mg / 1) ether, 3h, reflux, 2) THF, RT, 15 min

With pyridinium p-toluenesulfonate; magnesium; In dichloromethane;

DOI:10.1248/cpb.39.2241

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (2R,3S)-2-(2,4-Difluoro-phenyl)-1-(isopropoxy-dimethyl-silanyl)-3-(tetrahydro-pyran-2-yloxy)-butan-2-ol (126918-18-1,132563-66-7,138457-40-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 1) Mg / 1) ether, reflux, 2) THF, RT

With pyridinium p-toluenesulfonate; magnesium; In dichloromethane;

DOI:10.1248/cpb.39.2241

upstream raw materials:

(dimethylisopropoxysilyl)methylmagnesium chloride

1-(2,4-difluorophenyl)-2-(tetrahydropyranyloxy)propan-1-one

dimethylisopropoxysilyl chloride

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

Downstream raw materials:

(2S,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-butane-1,2-diol

(2S,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-butane-1,2-diol

(2R,3R)-2-(2,4-Difluorophenyl)-3-(2-tetrahydropyranyloxy)-1,2-butanediol

(2S,3S)-2-(2,4-difluorophenyl)butane-1,2,3-triol