(r)-3-Aminoazepan-2-one

Base Information

• Chemical Name: (r)-3-Aminoazepan-2-one
• CAS No.: 28957-33-7
• Molecular Formula: C6H12N2O
• Molecular Weight: 128.174
• Hs Code.: 2933790090
• European Community (EC) Number: 674-645-7
• DSSTox Substance ID: DTXSID00331447
• Nikkaji Number: J207.956I
• Wikidata: Q27104058
• Metabolomics Workbench ID: 51947
• ChEMBL ID: CHEMBL40172
• Mol file: 28957-33-7.mol

Synonyms:(r)-3-aminoazepan-2-one;28957-33-7;(3R)-3-aminoazepan-2-one;(R)-3-Amino-2-azepanone;(r)-3-amino-azepan-2-one;D-2-aminohexano-6-lactam;D-alpha-amino-epsilon-caprolactam;2H-Azepin-2-one, 3-aminohexahydro-, (3R)-;(R)-A-Amino-omega-caprolactam;D-Lysine lactam;CHEBI:29090;D-2-Amino-hexano-6-lactam;MFCD00010201;(R)-2-Aminohexano-6-lactam;(r)-alpha-amino-omega-caprolactam;Lysine lactam, D-;CHEMBL40172;SCHEMBL1927815;BOWUOGIPSRVRSJ-RXMQYKEDSA-;AMY3925;DTXSID00331447;BOWUOGIPSRVRSJ-RXMQYKEDSA-N;CS-M3615;AKOS016842376;AC-9116;(R)-3-Aminohexahydro-1H-azepin-2-one;(R)-3-amino-azepan-2-one, AldrichCPR;DS-12566;C05328;Q27104058;InChI=1/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)/t5-/m1/s1

Chemical Property of (r)-3-Aminoazepan-2-one

Chemical Property:

• Melting Point: 97-101 °C
• Boiling Point: 315.124 °C at 760 mmHg
• PKA: 16.06±0.40(Predicted)
• Flash Point: 144.382 °C
• PSA: 55.12000
• Density: 1.031 g/cm³
• LogP: 0.64290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.094963011
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-Amino-2-azepanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCNC(=O)C(C1)N
• Isomeric SMILES: C1CCNC(=O)[C@@H](C1)N

Technology Process of (r)-3-Aminoazepan-2-one

There total 3 articles about (r)-3-Aminoazepan-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: 30.0%

3-aminoazepan-2-one (17929-90-7) → (R)-3-amino-azepan-2-one (28957-33-7) + 2-aminocaprolactam (21568-87-6)

Guidance literature:

With (R,R)-[1,3]dioxolan-based chiral reagent; In toluene; at 20 ℃;

DOI:10.1016/j.tetasy.2007.05.022

Reference yield:

α-nitrocaprolactam (6804-88-2) → (R)-3-amino-azepan-2-one (28957-33-7) + 2-aminocaprolactam (21568-87-6)

Guidance literature:

With hydrogen; N-ethyl-N-phenylamine; palladium dichloride; In 1,2-dimethoxyethane; at 20 ℃; under 760 Torr; Product distribution; influence of concentration of components, quantity of catalyst, other ligands and solvent on the enantiomeric excess of (S)-product;

DOI:10.1007/BF01557527

Reference yield:

→ (R)-3-amino-azepan-2-one (28957-33-7) + 2-aminocaprolactam (21568-87-6)

Guidance literature:

With perchloric acid; In methanol; water; at 25 ℃; pH=1.5; Resolution of racemate;

upstream raw materials:

α-nitrocaprolactam

3-aminoazepan-2-one

Downstream raw materials:

D(+)-α-Phthalimido-ε-caprolactam

3(R)--2-oxoperhydroazepine

(R)-3-(Trityl-amino)-azepan-2-one

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 60. . Retrieved 2010/12/31.
• 2、 Sakai, Kenichi,Sakurai, Rumiko,Hirayama, Noriaki. "Chiral discrimination controlled by the solvent dielectric constant". . p. 1073 - 1076. Retrieved 2007/10/03.