1-Benzyl-3-(hydroxymethyl)piperidin-4-ol

Base Information

• Chemical Name: 1-Benzyl-3-(hydroxymethyl)piperidin-4-ol
• CAS No.: 886-46-4
• Molecular Formula: C13H19NO2
• Molecular Weight: 221.299
• European Community (EC) Number: 662-365-8
• DSSTox Substance ID: DTXSID10394987
• Mol file: 886-46-4.mol

Synonyms:1-benzyl-3-(hydroxymethyl)piperidin-4-ol;886-46-4;SCHEMBL1873794;DTXSID10394987;BLKKQITUZVROHP-UHFFFAOYSA-N;AKOS023565232;SB43490;1-Benzyl-3-hydroxymethyl-piperidin-4-ol;AM101474;1-benzyl-3-(hydroxymethyl)-4-piperidinol;(rac)-1-benzyl-3-hydroxymethyl-piperidin-4-ol

Chemical Property of 1-Benzyl-3-(hydroxymethyl)piperidin-4-ol

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 204

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC(C1O)CO)CC2=CC=CC=C2

Technology Process of 1-Benzyl-3-(hydroxymethyl)piperidin-4-ol

There total 6 articles about 1-Benzyl-3-(hydroxymethyl)piperidin-4-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: 85.0%

1-benzyl-4-hydroxy-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester → (3RS,4RS)-1-benzyl-3-hydroxymethyl-piperidin-4-ol (886-46-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 18h; Ambient temperature;

DOI:10.1016/S0960-894X(99)00196-1

Reference yield: 61.0%

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride (1454-53-1) → (3RS,4RS)-1-benzyl-3-hydroxymethyl-piperidin-4-ol (886-46-4)

Guidance literature:

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride; With sodium hydroxide; water; In methanol; at 20 ℃;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃;

Reference yield:

C9H14O3NC6H5 (41276-30-6) → (3RS,4RS)-1-benzyl-3-hydroxymethyl-piperidin-4-ol (886-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Na₂CO₃; NaBH₄ / propan-2-ol / 3 h / 20 °C

2: LiAlH₄ / diethyl ether / 2 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium carbonate; In diethyl ether; isopropyl alcohol;

DOI:10.1002/hlca.200490236

upstream raw materials:

ethyl 1-benzyl-4-hydroxypiperidine-3-carboxylate

C₉H₁₄O₃NC₆H₅

ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester

Downstream raw materials:

3-(Hydroxymethyl)piperidin-4-ol

(-)-(1R,3R,6R)-8-benzyl-3-fluoro-2,4-dioxa-8-aza-3-phosphadecalin 3-oxide

(+)-(1R,3S,6R)-8-benzyl-3-fluoro-2,4-dioxa-8-aza-3-phosphadecalin 3-oxide

(-)-(1S,3R,6S)-8-benzyl-3-fluoro-2,4-dioxa-8-aza-3-phosphadecalin 3-oxide

Refernces

• 1、 Clerc, Christian,Rueedi, Peter. "Synthesis and characterization of enantiomerically pure cis- and trans-3-fluoro-2,4-dioxa-8-aza-3-phosphadecalin 3-oxides as γ- homoacetylcholine mimetics and inhibitors of acetylcholinesterase". scheme or table. p. 17 - 33. Retrieved 2012/03/07.
• 2、 -. "QUINOLONE ANTIBACTERIAL AGENTS". Page/Page column 84; 107. . Retrieved 2010/02/11.