(R)-(Piperidin-3-yl)methanol

Base Information

• Chemical Name: (R)-(Piperidin-3-yl)methanol
• CAS No.: 37675-20-0
• Molecular Formula: C6H13 N O
• Molecular Weight: 115.175
• DSSTox Substance ID: DTXSID80357382
• Nikkaji Number: J1.222.361G
• Wikidata: Q72500428
• Mol file: 37675-20-0.mol

Synonyms:37675-20-0;(R)-(Piperidin-3-yl)methanol;(R)-PIPERIDIN-3-YLMETHANOL;[(3R)-piperidin-3-yl]methanol;(R)-3-Hydroxymethyl-piperidine;3-Piperidinemethanol, (3R)-;(3R)-Piperidinemethanol;MFCD09751036;3(R)-PIPERIDINEMETHANOL;(R)-3-Piperidinemethanol;Piperidine-3alpha-methanol;SCHEMBL1484698;3-(R)-hydroxymethyl-piperidine;(R)-3-(hydroxymethyl)piperidine;DTXSID80357382;AKOS006329224;CS-W018674;FS-5169;EN300-107953;F14592;A823823

Chemical Property of (R)-(Piperidin-3-yl)methanol

Chemical Property:

• Vapor Pressure: 0.00664mmHg at 25°C
• Boiling Point: 240.4±0.0 °C(Predicted)
• PKA: 14.93±0.10(Predicted)
• Density: 0.951±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 65.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(Piperidin-3-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CNC1)CO
• Isomeric SMILES: C1C[C@H](CNC1)CO

Technology Process of (R)-(Piperidin-3-yl)methanol

There total 17 articles about (R)-(Piperidin-3-yl)methanol 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: 98.0%

(S)-(+)-nipecotic acid ethyl ester (37675-18-6) → (S)-(hydroxymethyl)piperidine (4606-65-9,37675-20-0,136982-27-9,144539-77-5)

Guidance literature:

(S)-(+)-nipecotic acid ethyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 0.333333h; Heating / reflux;

With sodium sulfate; In tetrahydrofuran; diethyl ether; water;

Reference yield: 97.0%

(R)-nipecotic acid (498-95-3,25137-00-2,59045-82-8,60252-41-7,262853-93-0) → (R)-3-hydroxymethyl piperidine (37675-20-0)

Guidance literature:

(R)-nipecotic acid; With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Reflux; Schlenk technique; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1002/cmdc.201402508

Reference yield: 64.0%

ethyl (3S)-6-oxopiperidine-3-carboxylate → (S)-(hydroxymethyl)piperidine (4606-65-9,37675-20-0,136982-27-9,144539-77-5)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 48h; Reflux;

DOI:10.1016/j.tetasy.2017.10.027

upstream raw materials:

(R)-nipecotic acid

(S)-(+)-nipecotic acid ethyl ester

Ethyl nipecotate

tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate

Downstream raw materials:

(3S)-3-azidomethyl-1-(tert-butoxycarbonyl)-piperidine

1,1-dimethylethyl (3R)-3-(aminomethyl)-1-piperidinecarboxylate

2-amino-N-{((3R)-1-cyclohexylmethyl-3-piperidyl)methyl}acetamide

Refernces

• 1、 Kleban, Ihor,Tymtsunik, Andriy V.,Rassukana, Yuliya V.,Grygorenko, Oleksandr O.. "O-(α-Phenylethyl)hydroxylamine as a ‘chiral ammonia equivalent’: synthesis and resolution of 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids". . p. 1817 - 1822. Retrieved 2017/11/17.
• 2、 -. "PROCESS FOR PREPARING ENANTIOMERICALLY ENRICHED 3-HYDROXYMETHYLPIPERIDINE". Page/Page column 20. . Retrieved 2014/11/13.