L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM
- Product Name
- L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM
- CAS No.
- 26081-07-2
- Chemical Name
- L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM
- Synonyms
- (S)-3-AMinoazepan-2-one hydrochloride;Hydrochloride HCl;(S)-3-AMino-2-oxo-azepane HCl;L-Lysine lactam (hydrochloride);(S)-3-Amino-hexahydro-2-azepinone HCl;(S)-3-Amino-2-azepanone Hydrochloride;(3S)-3-aminoazepan-2-one hydrochloride;3-AMino-2-azepanone hydrochloride (1:1);(S)-3-Amino-2-oxo-azepane hydrochloride;L-()-α-Amino-ε-caprolactam hydrochloride
- CBNumber
- CB1497579
- Molecular Formula
- C6H12N2O1
- Formula Weight
- 164.63
- MOL File
- 26081-07-2.mol
L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM Property
- Melting point:
- >270 °C
- storage temp.
- 2-8°C
- solubility
- Aqueous Acid (Sparingly), DMSO (Slightly) Methanol (Slightly), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- optical activity
- [α]20/D 27±2°, c = 1% in H2O
- BRN
- 4820243
- Stability:
- Hygroscopic
- InChIKey
- LWXJCGXAYXXXRU-JEDNCBNOSA-N
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory 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.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 21612
- Product name
- L-(?)-α-Amino-ω-caprolactam hydrochloride
- Purity
- ≥97.0% (AT)
- Packaging
- 1g
- Price
- $174
- Updated
- 2025/07/31
- Product number
- 21612
- Product name
- L-(?)-α-Amino-ω-caprolactam hydrochloride
- Purity
- ≥97.0% (AT)
- Packaging
- 5g
- Price
- $352
- Updated
- 2025/07/31
- Product number
- AS88589
- Product name
- (S)-3-Amino-hexahydro-2-azepinone HCl
- Purity
- 95% ee
- Packaging
- 5G
- Price
- $344
- Updated
- 2021/12/16
- Product number
- FA155940
- Product name
- (S)-3-Aminoazepan-2-one hydrochloride
- Packaging
- 5G
- Price
- $350
- Updated
- 2021/12/16
- Product number
- V2119
- Product name
- L-(-)alpha-amino-epsilon-caprolactamhydrochloride
- Packaging
- 25g
- Price
- $840
- Updated
- 2021/12/16
L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM Chemical Properties,Usage,Production
Uses
L-(?)-α-Amino-ε-caprolactam hydrochloride can be used to introduce caprolactam moiety during the total synthesis of bengamides, which are bioactive compounds naturally found in marine sponges.
Synthesis
13515-95-2
26081-03-8
General procedure for the synthesis of 3-amino-2-hexanolactam hydrochloride from methyl-2,6-diaminohexane hydrochloride: L-lysine hydrochloride (100.0 g, 547 mmol) was dissolved in methanol (1200 mL) and stirred for 30 min at 0 °C under argon protection. Subsequently, thionyl chloride (80 mL, 1.10 mol) was slowly added dropwise at 0 °C for 20 min. After the dropwise addition, the reaction solution was stirred at room temperature for 1 hour and then refluxed overnight. After completion of the reaction, the solvent was removed under vacuum and the crude product was recrystallized by methanol to afford L-lysine methyl ester dihydrochloride (124.1 g, 97% yield). Next, L-lysine methyl ester dihydrochloride (60.0 g, 257 mmol) was dissolved in methanol (1200 mL) and stirred at room temperature under argon protection. After addition of sodium methanol (48.0 g, 889 mmol), the reaction solution was refluxed for 4 hours. At the end of the reaction, ammonium chloride (20.0 g) was added for hydrolysis, and the reaction solution was filtered and the solvent was removed under vacuum. The residue was dissolved in dimethoxyethane (80 mL), filtered and the solvent was again removed. The residue was dissolved in ethanol (100 mL) and ethanol saturated with hydrogen chloride (20 mL) was added to give the crude product. Finally, the crude product was recrystallized by methanol to give (S)-3-aminoazepin-2-one hydrochloride (27.8 g, 66% yield).
References
[1] Heterocycles, 2017, vol. 94, # 5, p. 964 - 978
L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM manufacturers
- Product
- L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM 26081-07-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-01-08