ChemicalBook > CAS DataBase List > D-alpha-Amino-epsilon-caprolactam

D-alpha-Amino-epsilon-caprolactam

Product Name
D-alpha-Amino-epsilon-caprolactam
CAS No.
28957-33-7
Chemical Name
D-alpha-Amino-epsilon-caprolactam
Synonyms
D-Lysine lactam;Lysine Impurity;Lysine lactam, D-;Xylose Impurity 6;(R)-3-AMinoazepane;(R)-3-Amino-2-azepanone;(3R)-3-aminoazepan-2-one;(+)-α-Amino-ε-caprolactam;(R)-a-Amino-omega-caprolactam;(R)-3-Amino-Hexahydro-1H-Azepin
CBNumber
CB51074867
Molecular Formula
C6H12N2O
Formula Weight
128.17
MOL File
28957-33-7.mol
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D-alpha-Amino-epsilon-caprolactam Property

Melting point:
97-101 °C
Boiling point:
315.1±35.0 °C(Predicted)
Density 
1.031±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 10 mg/ml
form 
A neat oil
pka
16.06±0.40(Predicted)
InChI
InChI=1S/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)/t5-/m1/s1
InChIKey
BOWUOGIPSRVRSJ-RXMQYKEDSA-N
SMILES
N1CCCC[C@@H](N)C1=O
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Safety

RIDADR 
1759
HazardClass 
8
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC
Product number
A604108
Product name
(R)-3-Amino-2-azepanone
Packaging
500mg
Price
$175
Updated
2021/12/16
TRC
Product number
A604108
Product name
(R)-3-Amino-2-azepanone
Packaging
50mg
Price
$45
Updated
2021/12/16
Activate Scientific
Product number
AS22072-A
Product name
(R)-3-Aminoazepan-2-one
Purity
95+% ee
Packaging
5G
Price
$489
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0015847
Product name
(R)-3-AMINO-AZEPAN-2-ONE
Purity
95.00%
Packaging
1G
Price
$707.04
Updated
2021/12/16
Activate Scientific
Product number
AS22072-A
Product name
(R)-3-Aminoazepan-2-one
Purity
95+% ee
Packaging
1g
Price
$159
Updated
2021/12/16
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D-alpha-Amino-epsilon-caprolactam Chemical Properties,Usage,Production

Uses

(S)-3-Amino-2-azepanone is a useful research chemical. It is used as an intermediate in the synthesis of bengamide E analogs and capuramycin and its analogs as antibacterial agents. (R)-3-Amino-2-azepanone is used as an intermediate for the synthesis of β-oxocarboxamides as antiviral agents.

Definition

ChEBI: D-2-aminohexano-6-lactam is a 2-aminohexano-6-lactam. It is a conjugate base of a D-2-ammoniohexano-6-lactam. It is an enantiomer of a L-2-aminohexano-6-lactam.

Synthesis

657-27-2

28957-33-7

General procedure for the synthesis of (R)-3-amino-2-caprolactam from L-lysine hydrochloride: 30 g (164 mmol) of L-lysine hydrochloride and 150 mL of 1,2-propanediol as a solvent were added to a 250 mL three-neck flask. Under stirring conditions, 6.57 g of sodium hydroxide was slowly added with continuous stirring until complete dissolution. Subsequently, the reaction mixture was heated to reflux and the reflux reaction was maintained for 5 hours, during which time the water generated was removed by means of a water separator and the progress of the reaction was monitored by thin-layer chromatography (TLC) until the reaction was complete. Upon completion of the reaction, the mixture was cooled to room temperature and the by-product sodium chloride was removed by filtration. The filtrate was acidified dropwise by adding 6 mol/L aqueous hydrochloric acid to the filtrate, followed by a back-extraction operation. The aqueous phase was collected, dried over anhydrous sodium sulfate, and recrystallized by adding appropriate amount of ethanol to finally obtain 21.9 g of white solid product (R)-α-amino caprolactam in 81% yield.

References

[1] Patent: CN106946779, 2017, A. Location in patent: Paragraph 0031; 0033; 0034

D-alpha-Amino-epsilon-caprolactam Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from D-alpha-Amino-epsilon-caprolactam manufacturers

Career Henan Chemical Co
Product
(3R)-3-aminoazepan-2-one 28957-33-7
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1000KG
Release date
2019-09-04

28957-33-7, D-alpha-Amino-epsilon-caprolactamRelated Search:

1-2-(2,4-difluorophenyl)-2-propenol acetate Pyrazinecarboxylic acid, 5-methyl-, 1-oxide (9CI) (R)-3-AMINOAZEPAN-2-ONE HYDROCHLORIDE 3-Amino-2-azepanone 4-Methoxyphenethylamine 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(2,4-Difluorophenyl)-2-propenyl-propanedioic Acid Diethyl Ester 2-Acetyloxy-1(2,4-difluorophenyl)ethanone 2,3-DIMETHOXYPHENETHYLAMINE 3-Methoxyphenethylamine 3-(3,4-DIMETHOXY-PHENYL)-PROPYLAMINE 3,4,5-Trimethoxyphenylacetonitrile 5-(Chloromethyl)-1,2,3-trimethoxybenzene 10-Hydroxy Warfarin β-D-Glucuronide Benzeneacetic acid, 2,4,5-triMethoxy- D-alpha-Amino-epsilon-caprolactam (R)-3-(BOC-AMINO)-2-OXO-1-AZEPINE-ACETIC ACID (D)-N-(HEXAHYDRO-(1H)-AZEPIN-2-ON-3-YL)INDOLE-6-CARBOXAMIDE

  • 2H-Azepin-2-one, 3-aminohexahydro-, (R)-
  • (3R)-3-aminoazepan-2-one
  • (2R)-2,6-Diaminohexanoic acid 1,6-lactam
  • (3R)-3α-Aminohexahydro-1H-azepine-2-one
  • (3R)-3α-Aminohexahydro-2H-azepine-2-one
  • (R)-3-Aminohexahydro-1H-azepin-2-one
  • [R,(+)]-3-Aminohexahydro-1H-azepin-2-one
  • (R)-3-Amino-Hexahydro-1H-Azepin
  • (R)-3-Amino-2-azepanone
  • (R)-3-AMinoazepane
  • 2H-Azepin-2-one, 3-aMinohexahydro-, (3R)-
  • (R)-a-Amino-omega-caprolactam
  • D-Lysine lactam
  • (+)-α-Amino-ε-caprolactam
  • Amino homopiperidine impurities2
  • Lysine lactam, D-
  • Lysine Impurity
  • Xylose Impurity 6
  • 28957-33-7