1-Benzyl-3-(hydroxymethyl)piperidin-3-ol

Base Information

• Chemical Name: 1-Benzyl-3-(hydroxymethyl)piperidin-3-ol
• CAS No.: 112197-89-4
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• ChEMBL ID: CHEMBL4536646
• DSSTox Substance ID: DTXSID501243777
• Mol file: 112197-89-4.mol

Synonyms:1-benzyl-3-(hydroxymethyl)piperidin-3-ol;112197-89-4;SCHEMBL6377977;CHEMBL4536646;XOFDNFCDAYQIEF-UHFFFAOYSA-N;DTXSID501243777;AKOS018079977;AM90669;N-benzyl-3-hydroxymethylpiperidin-3-ol;EN300-99646;3-Hydroxy-1-(phenylmethyl)-3-piperidinemethanol

Chemical Property of 1-Benzyl-3-(hydroxymethyl)piperidin-3-ol

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(CN(C1)CC2=CC=CC=C2)(CO)O

Technology Process of 1-Benzyl-3-(hydroxymethyl)piperidin-3-ol

There total 5 articles about 1-Benzyl-3-(hydroxymethyl)piperidin-3-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: 82.0%

3-hydroxy-3-(methoxycarbonyl)-1-(phenylmethyl)piperidine (112197-88-3) → 3-hydroxy-3-(hydroxymethyl)-1-(phenylmethyl)piperidine (112197-89-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1021/jm00397a039

Reference yield: 51.0%

5-benzyl-1-oxa-5-aza-spiro[2.5]octane (97267-35-1) → 3-hydroxy-3-(hydroxymethyl)-1-(phenylmethyl)piperidine (112197-89-4)

Guidance literature:

With sulfuric acid; In water; at 20 ℃; for 16h;

Reference yield:

1-benzyl-3-piperidone (40114-49-6) → 3-hydroxy-3-(hydroxymethyl)-1-(phenylmethyl)piperidine (112197-89-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 45.15 g / ZnI₂ / CH₂Cl₂ / 2 h / Heating

2: 40.05 g / aq. HCl / 48 h / Ambient temperature

3: 10 percent / HCl / methanol / 5 deg C, 3 h -> room temperature, 18 h

4: 82 percent / LiAlH₄ / tetrahydrofuran

With hydrogenchloride; lithium aluminium tetrahydride; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm00397a039

upstream raw materials:

3-hydroxy-3-(methoxycarbonyl)-1-(phenylmethyl)piperidine

1-benzyl-3-piperidone

1-benzyl-3-((trimethylsilyl)oxy)piperidine-3-carbonitrile

5-benzyl-1-oxa-5-aza-spiro[2.5]octane

Downstream raw materials:

3-(hydroxymethyl)piperidin-3-ol