(S)-3-Aminopiperidine-2-one

Base Information

• Chemical Name: (S)-3-Aminopiperidine-2-one
• CAS No.: 34294-79-6
• Molecular Formula: C5H10N2O
• Molecular Weight: 114.147
• Hs Code.: 29333990
• European Community (EC) Number: 630-959-6
• Nikkaji Number: J2.495.765I
• ChEMBL ID: CHEMBL4537597
• Mol file: 34294-79-6.mol

Synonyms:(s)-3-aminopiperidin-2-one;34294-79-6;(S)-3-Aminopiperidine-2-one;(3S)-3-aminopiperidin-2-one;2-PIPERIDINONE, 3-AMINO-, (3S)-;L-Ornithine lactam (hydrochloride);MFCD09258624;Ornithine lactam , L-;(s)-3-amino-2-piperidone;3beta-Aminopiperidine-2-one;SCHEMBL1095061;CHEMBL4537597;YCCMTCQQDULIFE-BYPYZUCNSA-N;(S)-(-)-3-Amino-2-piperidone;2-piperidinone, 3-amino, (3s)-;AKOS006239255;CS-W003592;AS-59092;(S)-3-Aminopiperidine-2-one, AldrichCPR;EN300-179659;A822155

Chemical Property of (S)-3-Aminopiperidine-2-one

Chemical Property:

• Vapor Pressure: 0.000723mmHg at 25°C
• Melting Point: 87°C(lit.)
• Refractive Index: 1.476
• Boiling Point: 307.5 °C at 760 mmHg
• PKA: 16.00±0.40(Predicted)
• Flash Point: 139.8 °C
• PSA: 55.12000
• Density: 1.071g/cm³
• LogP: 0.25280
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.079312947
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

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

(S)-3-Aminopiperidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)NC1)N
• Isomeric SMILES: C1C[C@@H](C(=O)NC1)N
• Uses: (S)-3-Aminopiperidin-2-one is used in preparation of Thiazoleurea derivatives for use as antitumor agents.

Technology Process of (S)-3-Aminopiperidine-2-one

There total 13 articles about (S)-3-Aminopiperidine-2-one 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: 90.0%

L-ornithine hydrochloride (3184-13-2,36630-89-4) → 3-aminopiperidin-2-one (1892-22-4,4077-38-7,34294-79-6,88763-76-2)

Guidance literature:

With aluminum oxide; sodium hydroxide; In toluene; for 1.5h; Heating;

DOI:10.1016/S0040-4020(02)00278-8

Reference yield: 79.0%

L-ornithine hydochloride (1069-31-4,3184-13-2,6211-16-1,15160-12-0,16682-12-5,20724-48-5,22834-83-9,26982-21-8,66837-02-3,99815-05-1,36630-89-4) → 3-aminopiperidin-2-one (1892-22-4,4077-38-7,34294-79-6,88763-76-2)

Guidance literature:

With aluminum oxide; In toluene; for 3h; Heating;

DOI:10.1016/S0040-4039(00)93171-X

Reference yield: 57.0%

D-ornithine hydrochloride (16682-12-5,36630-89-4) → 3-aminopiperidin-2-one (1892-22-4,4077-38-7,34294-79-6,88763-76-2)

Guidance literature:

With sodium hydroxide; In water; for 0.166667h;

DOI:10.1039/c8cc09541h

upstream raw materials:

ornithine methyl ester

L-ornithine hydochloride

L-ornithine hydrochloride

DL-ornithine hydrochloride

Downstream raw materials:

3-aminopiperidin-2-one

(S)-3-(8-benzyloxy-1-octanoylamino)-2-piperidinone

(R)-(+)-3-Amino-2-piperidinon

3-<<3-<(benzyloxycarbonyl)amino>propyl>amino>piperidine-2-one

Refernces

• 1、 Muthusamy, Sengodagounder,Gangadurai, Chinnakuzhanthai. "Domino Reactions of Bis-Diazo Compounds: Rhodium(II) Acetate Catalyzed Diastereoselective Synthesis of Epoxy- and Epithio-Bridged Heterocycle-Fused Quinolizinone Analogues". . p. 2213 - 2225. Retrieved 2016/07/15.
• 2、 -. "UREA DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, AND MEDICINAL USE OF THESE". Page/Page column 92. . Retrieved 2010/11/29.