ChemicalBook > CAS DataBase List > L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM

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

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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

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
F: 3-10

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 21612
Product name: L-(?)-α-Amino-ω-caprolactam hydrochloride
Purity: ≥97.0% (AT)
Packaging: 1g
Price: $174
Updated: 2025/07/31

Sigma-Aldrich

Product number: 21612
Product name: L-(?)-α-Amino-ω-caprolactam hydrochloride
Purity: ≥97.0% (AT)
Packaging: 5g
Price: $352
Updated: 2025/07/31

Activate Scientific

Product number: AS88589
Product name: (S)-3-Amino-hexahydro-2-azepinone HCl
Purity: 95% ee
Packaging: 5G
Price: $344
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA155940
Product name: (S)-3-Aminoazepan-2-one hydrochloride
Packaging: 5G
Price: $350
Updated: 2021/12/16

AK Scientific

Product number: V2119
Product name: L-(-)alpha-amino-epsilon-caprolactamhydrochloride
Packaging: 25g
Price: $840
Updated: 2021/12/16

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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

Career Henan Chemical Co

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

26081-07-2, L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAMRelated Search:

(S)-3-AMINO-HEXAHYDRO-2-AZEPINONE DL-alpha-Amino-epsilon-caprolactam hydrochloride L(-)-ALPHA-AMINO-EPSILON-CAPROLACTAM

(S)-3-Amino-2-oxo-azepane HCl/(S)-alpha-Amino-omega-caprolactam HCl

L-(-)-alpha-Amino-caprolactam hydrochloride

(s)-3-amino-hexahydro-2-azepinone hydrochloride

l-(-)-α-amino-ε-caprolactam hydrochloride

3-Aminohexahydro-2H-azepin-2-one hydrochloride

(S)-3-Amino-2-oxo-azepane hydrochloride

(S)-3-AMino-2-oxo-azepane HCl

(S)-3-AMinoazepan-2-one hydrochloride

L-(-)-alpha-AMino-epsilon-caprolactaM hydrochloride >=97.0% (AT)

S-3-AMinohexahydro-2H-azepin-2-one hydrochloride

3-AMino-2-azepanone hydrochloride (1:1)

L-(-)-a-AMino-e-caprolactaM hydrochloride

(3S)-3-aminoazepan-2-one hydrochloride

L-()-α-Amino-ε-caprolactam hydrochloride

L-Lysine lactam (hydrochloride)

2H-Azepin-2-one, 3-aminohexahydro-, hydrochloride (1:1), (3S)-

(S)-3-Amino-hexahydro-2-azepinone HCl

(S) -3-amino-2-azacycloheptanone hydrochloride

<sc>L</sc>-(?)-α-Amino-ε-caprolactam hydrochloride

(S)-3-Amino-2-azepanone Hydrochloride

Hydrochloride HCl

26081-07-2