(S)-Piperidin-3-ylmethanol

Base Information

• Chemical Name: (S)-Piperidin-3-ylmethanol
• CAS No.: 144539-77-5
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.175
• Hs Code.: 2933399090
• European Community (EC) Number: 696-282-3
• Nikkaji Number: J2.938.740K
• Mol file: 144539-77-5.mol

Synonyms:144539-77-5;(S)-Piperidin-3-ylmethanol;(S)-3-Piperidinemethanol;3-Piperidinemethanol, (3S)-;(S)-(Piperidin-3-yl)methanol;((S)-PIPERIDIN-3-YL)METHANOL;[(3S)-piperidin-3-yl]methanol;(3S)-piperidin-3-ylmethanol;(S)-3-Hydroxymethyl-piperidine;(S-Piperidin-3-yl)methanol;MFCD10567175;3-Piperidinemethanol,(3S)-;(3S)-3-piperidylmethanol;(S)-3-Hydroxymethylpiperidine;SCHEMBL3303200;(S)-(+)-3-Piperidinylmethanol;(S)-3-(hydroxymethyl)piperidine;VUNPWIPIOOMCPT-LURJTMIESA-N;AKOS016842286;CS-W019674;DS-11304;EN300-107954;H10949;A808229;(S)-Piperidine-3-methanol;W-205609

Chemical Property of (S)-Piperidin-3-ylmethanol

Chemical Property:

• Vapor Pressure: 0.00664mmHg at 25°C
• Refractive Index: 1.451
• Boiling Point: 240.4 °C at 760 mmHg
• PKA: 14.93±0.10(Predicted)
• Flash Point: 92.3 °C
• PSA: 32.26000
• Density: 0.951 g/cm³
• LogP: 0.30710
• 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

(S)-3-Piperidinemethanol ^*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
• Uses: ((S)-piperidin-3-yl)methanol is used to study enzymic chemoselective and enantioselective acyl transfers in hydroxymethylpiperidines. (S)-3-Piperidinemethanol is used to study enzymic chemoselective and enantioselective acyl transfers in hydroxymethylpiperidines.

Technology Process of (S)-Piperidin-3-ylmethanol

There total 14 articles about (S)-Piperidin-3-ylmethanol 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: 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

Reference yield: 47.0%

(S)-(+)-3-piperidinecarboxylic acid hydrochloride (851956-01-9) → (S)-(hydroxymethyl)piperidine (4606-65-9,37675-20-0,136982-27-9,144539-77-5)

Guidance literature:

(S)-(+)-3-piperidinecarboxylic acid hydrochloride; With sodium tetrahydroborate; In tetrahydrofuran; at 70 ℃; for 2h;

With sulfuric acid; In tetrahydrofuran; at 50 - 70 ℃; for 1.5h; Reagent/catalyst; Temperature;

upstream raw materials:

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

N-Cbz-3-hydroxymethylpiperidine

(3S,5R)-Piperidine-1,3,5-tricarboxylic acid benzyl ester dimethyl ester

Z-β²hPro-OMe

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

((3S)-1-cyclohexylmethyl-3-piperidyl)methanol

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、 -. "FARNESYL PROTEIN TRANSFERASE INHIBITORS". Page/Page column 33. . Retrieved 2010/02/11.