29426-64-0

Basic information

• Product Name: DL-alpha-Amino-epsilon-caprolactam hydrochloride
• Synonyms: dl-α-amino-ε-caprolactam hydrochloride;(±)-3-Aminohexahydro-2H-azepin-2-one hydrochloride, 3-Amino-2-oxohexamethyleneimine hydrochloride, DL-Lysine lactam hydrochloride;3-AMinoazepan-2-one hydrochloride;DL-3-Aminohexahydro-2-azepinone Hydrochloride DL-3-Amino-2-oxohexamethyleneimine Hydrochloride;2H-Azepin-2-one, 3-aMinohexahydro-, hydrochloride;2H-Azepin-2-one,3-aMinohexahydro-, hydrochloride (1:1);3-AMinoazepan-2-one HCl;DL-3-Amino-2-oxohexamethyleneimine hydrochloride
• CAS NO: 29426-64-0
• Molecular Formula: C₆H₁₂N₂O*ClH
• Molecular Weight: 0
• Product Categories: Building Blocks;Carbonyl Compounds;Chemical Synthesis;Lactams;Organic Building Blocks
• Mol File: 29426-64-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 294°C(lit.)
• Boiling Point: 340.3°C at 760 mmHg
• Flash Point: 159.6°C
• Appearance: /
• Vapor Pressure: 6.17E-05mmHg at 25°C
• Storage Temp.: 2-8°C
• CAS DataBase Reference: DL-alpha-Amino-epsilon-caprolactam hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: DL-alpha-Amino-epsilon-caprolactam hydrochloride(29426-64-0)
• EPA Substance Registry System: DL-alpha-Amino-epsilon-caprolactam hydrochloride(29426-64-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 29426-64-0(Hazardous Substances Data)

Usage

General Description

DL-alpha-Amino-epsilon-caprolactam hydrochloride, also known as Aminocaproic acid hydrochloride, is a chemical compound with the molecular formula C6H14N2O2. It is a derivative of caprolactam, and it is commonly used as a pharmaceutical intermediate in the production of drugs such as tranexamic acid and other antifibrinolytic agents. Aminocaproic acid hydrochloride is also used as a stabilizer for pharmaceuticals and as a reagent in chemical synthesis. It is a white crystalline powder that is soluble in water and has a bitter taste. This chemical is known for its hemostatic properties, and it is often used to prevent or control bleeding in patients with certain medical conditions.

InChI:InChI=1/C6H12N2O.ClH/c7-5-3-1-2-4-8-6(5)9;/h5H,1-4,7H2,(H,8,9);1H

Upstream product

• 6804-88-2 α-nitrocaprolactam 
• 26081-03-8 (-)-3-aminocaprolactam hydrochloride 
• 657-27-2 L-Lysine hydrochloride 
• 13515-95-2 lysine methyl ester dihydrochloride 
• 56-87-1 L-lysine 

Downstream Products

• 26081-03-8 3-Amino-azepan-2-one; hydrochloride 
• 135582-95-5 (S)-hexahydro-3-tritylamino-2H-azepin-2-one 
• 105-60-2 caprolactam 
• 70394-23-9 α-dimethylamino-ε-caprolactam 
• 13122-23-1 2-(2-oxoazepan-3-yl)isoindoline-1,3-dione 
• 70394-23-9 α-dimethylamino-ε-caprolactam 
• 76944-95-1 tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate 
• 1067658-71-2 tert-butyl methyl((S)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)carbamate 
• 1067658-75-6 N-methyl-((S)-azepan-2-one-3-ylamino-(R)-oxo-3-phenylpropan-2-yl)dec-9-enamide 
• 1070777-03-5 N-methyl-((S)-azepan-2-one-3-ylamino-(S)-oxo-3-phenylpropan-2-yl)dec-9-enamide 
• 1067659-00-0 tert-butyl methyl((S)-azepan-2-one-3-ylamino-(R)-oxo-3-phenylpropan-2-yl)carbamate 
• 956109-57-2 (S)-3-amino-1-methylazepan-2-one HCl salt 

Relevant articles and documents

Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts

Amidation of unprotected amino acids has been investigated using a variety of ‘classical“ coupling reagents, stoichiometric or catalytic group(IV) metal salts, and boron Lewis acids. The scope of the reaction was explored through the attempted synthesis of amides derived from twenty natural, and several unnatural, amino acids, as well as a wide selection of primary and secondary amines. The study also examines the synthesis of medicinally relevant compounds, and the scalability of this direct amidation approach. Finally, we provide insight into the chemoselectivity observed in these reactions.

SYNTHESIS OF CAPROLACTAM FROM LYSINE

In various embodiments, the present invention can involve a method of synthesizing α-amino-ε -caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ε-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce α-amino -ε- caprolactam, deaminating to produce ε-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ε-caprolactam and then polymerizing, wherein the ε--caprolactam is derived from L-lysine.

CATALYTIC ASYMMETRIC SYNTHESIS OF L-LYSINE

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