1116-95-6

Basic information

• Product Name: D(+)-CARNITINENITRILE CHLORIDE, 97
• Synonyms: (3-cyano-2-hydroxypropyl)trimethyl-,chloride,d-ammoniu;3-cyano-2-hydroxy-n,n,n-trimethyl-,chloride,(s)-1-propanaminiu;d-(3-cyano-2-hydroxypropyl)trimethylammoniumchloride;d-carnitinnitrilchlorid;D(+)-CARNITINENITRILE CHLORIDE, 97
• CAS NO: 1116-95-6
• Molecular Formula: C7H15ClN2O
• Molecular Weight: 178.6598
• Mol File: 1116-95-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 249°C
• Appearance: /
• Density: 1.1958 (rough estimate)
• Refractive Index: 1.5430 (estimate)
• CAS DataBase Reference: D(+)-CARNITINENITRILE CHLORIDE, 97(CAS DataBase Reference)
• NIST Chemistry Reference: D(+)-CARNITINENITRILE CHLORIDE, 97(1116-95-6)
• EPA Substance Registry System: D(+)-CARNITINENITRILE CHLORIDE, 97(1116-95-6)

Safety Data

• Hazardous Substances Data: 1116-95-6(Hazardous Substances Data)

Usage

General Description

D(+)-CARNITINENITRILE CHLORIDE, 97 is a chemical compound with a purity of 97%. It is a derivative of L-carnitine, a naturally occurring compound in the body that plays a crucial role in the transportation of fatty acids into the mitochondria for energy production. D(+)-CARNITINENITRILE CHLORIDE is used primarily in the pharmaceutical and nutraceutical industries for its potential health benefits, including its role in promoting weight loss, improving exercise performance, and supporting heart health. It is also utilized in research and development for studying the metabolic pathways of L-carnitine and its derivatives. Overall, D(+)-CARNITINENITRILE CHLORIDE, 97 is a valuable chemical with diverse applications in the fields of health, science, and industry.

InChI:InChI=1/C7H15N2O/c1-9(2,3)6-7(10)4-5-8/h7,10H,4,6H2,1-3H3/q+1/t7-/m0/s1

Upstream product

• 18933-33-0 (R,S)-carnitinenitrile chloride 
• 105-33-9 4-chloro-3-hydroxybutyronitrile 
• 75-50-3 trimethylamine 
• 74-90-8 hydrogen cyanide 
• 84367-31-7 (R)-γ-chloro-β-hydroxybutyronitrile 
• 593-81-7 trimethylamine hydrochloride 
• 101396-91-2 (S)-N-(3-chloro-2-hydroxypropyl)-N,N,N-trimethylammonium chloride 
• 67843-74-7 (S)-epichlorohydrin 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 773837-37-9 sodium cyanide 
• 101396-91-2 N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride 

Relevant articles and documents

Short and Practical Syntheses of (R)-(-)-Carnitine and (R)-(-)-γ-Amino-β-hydroxybutyric Acid (GABOB)

Short and practical syntheses of (R)-(-)-carnitine and (R)-(-)-γ-amino-β-hydroxybutyric acid have been developed, both commencing with the catalytic asymmetric dihydroxylation of allyl bromide.

The preparation of L-carnitine and its isomers.

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Synthesis method of L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine

The invention discloses a synthesis method of L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine. The synthesis method is characterized in that: (R)-epichlorohydrin serves as a starting material; the (R)-epichlorohydrin is firstly subjected to a ring-opening reaction by gaseous hydrogen cyanide; L-(-)-4-chlorine-3-hydroxybutyronitrile is obtained; then the L-(-)-4-chlorine-3-hydroxybutyronitrile is aminated by trimethylamine; and the L-(-)-chlorination 3-cyano-2-propyltrimethylamine is obtained. After the ring-opening reaction is completed, a small amount of hydrogen cyanide dissolved in a material needs to be replaced with nitrogen, and an end point is that a benzidine-cupric acetate test paper does not change to blue. According to the synthesis method, thegaseous hydrogen cyanide is firstly used to open a ring, and then the trimethylamine is used to perform amination, therefore the L-carnitine intermediate L-(-)-chlorination 3-cyano-2-hydroxypropyltrimethylamine with high yield and high content can be obtained; and by adopting the gaseous hydrogen cyanide to open the ring, only the nitrogen is needed to replace the gaseous hydrogen cyanide after the ring-opening reaction, the subsequent recovery of the trimethylamine is not affected, and the post-treatment process is greatly simplified.

Preparation method of levocarnitine

The invention provides a preparation method of levocarnitine. The preparation method comprises the following steps: taking epoxy chloropropane as a starting material, then carrying out amination, cyaniding and carrying out ester exchange under the action of lipase CALB to obtain corresponding chiral ester, then carrying out alkaline hydrolysis and acidification, and then removing chlorine ions under the action of strongly alkaline resin, so that the levocarnitine finished product is obtained. In the invention, acid resin is used in an ester exchange process, and recemization can be realized, so that yield and optical purity of the levocarnitine are improved.