2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol

Base Information

• Chemical Name: 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol
• CAS No.: 137995-61-0
• Molecular Formula: C₂₇H₄₁NO₂Si
• Molecular Weight: 439.714
• Mol file: 137995-61-0.mol

Synonyms:2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol

Chemical Property of 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol

There total 10 articles about 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol 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:

ethyl (piperidin-4-yl)acetate (59184-90-6) → 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol (137995-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / ethanol / 72 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 18 h / Heating

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, from -65 deg C to -60 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT, 6 h

4: 1.) Mg / 1.) THF, reflux, 30 min, 2.) THF, reflux, 14.5 h

With lithium aluminium tetrahydride; oxalyl dichloride; potassium carbonate; magnesium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00101a012

Reference yield:

benzyl chloride (100-44-7) → 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol (137995-61-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 76 percent / K₂CO₃ / ethanol / 72 h / Ambient temperature

2: 61 percent / LiAlH₄ / tetrahydrofuran / 18 h / Heating

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, from -65 deg C to -60 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT, 6 h

4: 1.) LDA / 1.) THF, -20 deg C, 35 min, 2.) THF, from -40 deg C to RT, 21 h

5: 78 percent / 4N aq. HCl / tetrahydrofuran / 17 h / Ambient temperature

6: 1.) Mg / 1.) THF, reflux, 30 min, 2.) THF, reflux, 14.5 h

With hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; potassium carbonate; magnesium; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00101a012

Reference yield:

4-carbethoxypiperidine (1126-09-6) → 2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanol (137995-61-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 76 percent / K₂CO₃ / ethanol / 72 h / Ambient temperature

2: 61 percent / LiAlH₄ / tetrahydrofuran / 18 h / Heating

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, from -65 deg C to -60 deg C, 15 min, 2.) CH₂Cl₂, from -78 deg C to RT, 6 h

4: 1.) LDA / 1.) THF, -20 deg C, 35 min, 2.) THF, from -40 deg C to RT, 21 h

5: 78 percent / 4N aq. HCl / tetrahydrofuran / 17 h / Ambient temperature

6: 1.) Mg / 1.) THF, reflux, 30 min, 2.) THF, reflux, 14.5 h

With hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; potassium carbonate; magnesium; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00101a012

upstream raw materials:

4-carbethoxypiperidine

ethyl (piperidin-4-yl)acetate

N-benzyl-4-formylpiperidine

1-benzyl-4-piperidinemethanol

Downstream raw materials:

2-(1-Benzyl-piperidin-4-yl)-1-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-ethanone