(R)-3-aminopiperidin-2-one

Base Information

• Chemical Name: (R)-3-aminopiperidin-2-one
• CAS No.: 88763-76-2
• Molecular Formula: C5H10 N2 O
• Molecular Weight: 114.147
• Hs Code.: 2933790090
• European Community (EC) Number: 676-418-8
• DSSTox Substance ID: DTXSID30428379
• Wikidata: Q72441097
• Mol file: 88763-76-2.mol

Synonyms:(R)-3-aminopiperidin-2-one;88763-76-2;(R)-3-Aminopiperidine-2-one;(3R)-3-aminopiperidin-2-one;( R)-3-Aminopiperidine-2-one;D-Ornithine lactam;Ornithine lactam , D-;SCHEMBL1095429;DTXSID30428379;YCCMTCQQDULIFE-SCSAIBSYSA-N;MFCD08448155;AKOS015854172;(R)-3-Aminopiperidine-2-one, AldrichCPR;CS-0200063

Chemical Property of (R)-3-aminopiperidin-2-one

Chemical Property:

• Vapor Pressure: 0.000723mmHg at 25°C
• Melting Point: 35 - 37 °C
• Boiling Point: 307.5°C at 760 mmHg
• PKA: 16.00±0.40(Predicted)
• Flash Point: 139.8°C
• PSA: 55.12000
• Density: 1.071±0.06 g/cm3(Predicted)
• LogP: 0.25280
• Storage Temp.: 2-8°C(protect from light)
• 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%min ^*data from raw suppliers

(R)-3-Aminopiperidine-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(=O)NC1)N
• Isomeric SMILES: C1C[C@H](C(=O)NC1)N

Technology Process of (R)-3-aminopiperidin-2-one

There total 19 articles about (R)-3-aminopiperidin-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: 94.2%

L-ornithine hydrochloride (3184-13-2,36630-89-4) → (R)-(+)-3-Amino-2-piperidinon (88763-76-2)

Guidance literature:

With thionyl chloride; In methanol; at -80 - 25 ℃; for 24.5h;

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: 86.0%

(R)-2,5-diaminopentanoic acid dihydrochloride (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) → (R)-(+)-3-Amino-2-piperidinon (88763-76-2)

Guidance literature:

(R)-2,5-diaminopentanoic acid dihydrochloride; With sodium hydroxide; In water; at 25 ℃; for 0.25h;

With aluminum oxide; In water; toluene; for 1.5h; Reflux;

DOI:10.1039/c5ob01111f

upstream raw materials:

ornithine methyl ester

L-ornithine hydochloride

(S)-(-)-3-aminopiperidin-2-one

L-ornithine hydrochloride

Downstream raw materials:

2,5-diaminopentanoic acid

(3R)-3-benzyloxycarbonylamino-2-piperidinone

(S)-(-)-3-aminopiperidin-2-one

(+/-)-3-<(tert-butoxycarbonyl)amino>-2-piperidone

Refernces

• 1、 Kadyrov, Renat,Tok, Oleg L.. "Convenient synthesis of (R)-3-[(tert -Butoxycarbonyl)amino]piperidine and (R)-3-[(tert -Butoxycarbonyl)amino]azepane". . p. 3573 - 3577. Retrieved 2021/07/25.
• 2、 -. "Substituted xanthine compound and its preparation and use (by machine translation)". Paragraph 0209; 0210; 0211. . Retrieved 2018/09/26.