D-alpha-Amino-epsilon-caprolactam

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CAS:28957-33-7
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Products Intro: Product Name:(3R)-3-aminoazepan-2-one
CAS:28957-33-7
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CAS:28957-33-7
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D-alpha-Amino-epsilon-caprolactam manufacturers

  • D-Lysine lactam
  • D-Lysine lactam pictures
  • $159.00 / 50mg
  • 2025-09-29
  • CAS:28957-33-7
  • Min. Order:
  • Purity:
  • Supply Ability: 10g
D-alpha-Amino-epsilon-caprolactam Basic information
Product Name:D-alpha-Amino-epsilon-caprolactam
Synonyms: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
CAS:28957-33-7
MF:C6H12N2O
MW:128.17
EINECS:674-645-7
Product Categories:
Mol File:28957-33-7.mol
D-alpha-Amino-epsilon-caprolactam Structure
D-alpha-Amino-epsilon-caprolactam Chemical 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
pka16.06±0.40(Predicted)
InChIInChI=1S/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)/t5-/m1/s1
InChIKeyBOWUOGIPSRVRSJ-RXMQYKEDSA-N
SMILESN1CCCC[C@@H](N)C1=O
Safety Information
RIDADR 1759
HazardClass 8
PackingGroup III
MSDS Information
D-alpha-Amino-epsilon-caprolactam Usage And Synthesis
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.
DefinitionChEBI: 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
Tag:D-alpha-Amino-epsilon-caprolactam(28957-33-7) Related Product Information
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