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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
Molecular Weight:
128.17
MDL Number:
MFCD00010201
MOL File:
28957-33-7.mol
MSDS File:
SDS
Last updated:2026-08-04 11:17:55
Product description Number Pack Size Price
D-Lysine lactam ≥95% 31684 50mg $49
D-Lysine lactam ≥95% 31684 100mg $77
D-Lysine lactam ≥95% 31684 250mg $178
D-Lysine lactam ≥95% 31684 500mg $329
(R)-ALPHA-AMINO-OMEGA-CAPROLACTAM 97% 52018 1G $59
More product size

D-alpha-Amino-epsilon-caprolactam Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
RIDADR  1759
HazardClass  8
PackingGroup  III
NFPA 704
0
3 0

D-alpha-Amino-epsilon-caprolactam price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 31684 D-Lysine lactam ≥95% 28957-33-7 50mg $49 2026-04-30 Buy
Cayman Chemical 31684 D-Lysine lactam ≥95% 28957-33-7 100mg $77 2026-04-30 Buy
Cayman Chemical 31684 D-Lysine lactam ≥95% 28957-33-7 250mg $178 2026-04-30 Buy
Cayman Chemical 31684 D-Lysine lactam ≥95% 28957-33-7 500mg $329 2026-04-30 Buy
AstaTech 52018 (R)-ALPHA-AMINO-OMEGA-CAPROLACTAM 97% 28957-33-7 1G $59 2026-04-30 Buy
Product number Packaging Price Buy
31684 50mg $49 Buy
31684 100mg $77 Buy
31684 250mg $178 Buy
31684 500mg $329 Buy
52018 1G $59 Buy

D-alpha-Amino-epsilon-caprolactam Chemical Properties,Uses,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

L-Lysine hydrochloride

657-27-2

D-alpha-Amino-epsilon-caprolactam

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

7274-88-6
28957-33-7
Synthesis of D-alpha-Amino-epsilon-caprolactam from D-Lysine hydrochloride
Global( 143)Suppliers
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Capot Chemical Co.,Ltd.
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Aladdin Scientific
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View Lastest Price from D-alpha-Amino-epsilon-caprolactam manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-alpha-Amino-epsilon-caprolactam pictures 2026-08-03 D-alpha-Amino-epsilon-caprolactam
28957-33-7
1KG 98% 1000kgs Shaanxi Dideu New Materials Co. Ltd
D-Lysine lactam pictures 2026-07-15 D-Lysine lactam
28957-33-7
10g TargetMol Chemicals Inc.
(3R)-3-aminoazepan-2-one pictures 2019-09-05 (3R)-3-aminoazepan-2-one
28957-33-7
$1.00 1KG 98% 1000KG Career Henan Chemical Co
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 D-alpha-Amino-epsilon-caprolactam Besifloxacin Intermediates 28957-33-7