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
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
Safety
- RIDADR
- 1759
- HazardClass
- 8
- PackingGroup
- III
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.
N-Bromosuccinimide Price
- Product number
- A604108
- Product name
- (R)-3-Amino-2-azepanone
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- A604108
- Product name
- (R)-3-Amino-2-azepanone
- Packaging
- 500mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- 034333
- Product name
- (R)-α-Amino-omega-caprolactam
- Purity
- 90%
- Packaging
- 25mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- AS22072-A
- Product name
- (R)-3-Aminoazepan-2-one
- Purity
- 95+% ee
- Packaging
- 1g
- Price
- $159
- Updated
- 2021/12/16
- Product number
- W5158
- Product name
- (R)-3-Aminohexahydro-1H-azepin
- Packaging
- 1g
- Price
- $188
- Updated
- 2021/12/16
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
- 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