40916-65-2

Usage

Synonyms

S-(+)-2-(dimethylamino)-1-propanol

Physical state

Clear, colorless liquid

Functional groups

Tertiary amine, chiral amine

Uses

Chiral resolving agent in chromatography, reagent in organic synthesis, pharmaceutical intermediate, precursor for the synthesis of pharmaceutical products, corrosion inhibitor in metal alloys, anti-inflammatory agent in topical formulations.

Applications

Industrial and pharmaceutical.

Upstream product

• 90726-76-4 Butyl-D(+)-2-dimethylaminopropionat 
• 42293-86-7 methyl (2S)-2-(dimethylamino)propanoate 
• 124-40-3 dimethyl amine 
• 81408-31-3 (R)-1-[(4R,4'R,5R)-2,2,2',2'-tetramethyl-4,4′-bi(1,3-dioxolan)-5-yl]ethanol 
• 2812-31-9 N,N-dimethyl-L-alanine 
• 14352-99-9 (S)-(-)-N,N-Dimethylalaninethylester 
• 50-00-0 formaldehyd 
• 2749-11-3 (S)-Alaninol 
• 152918-63-3 2-dimethylamino-3-methoxy-propionic acid 24-[8-acetoxy-6-(2-dimethylamino-propionyloxy)-2-hydroxy-11,11-dimethoxy-1,3,7,9-tetramethyl-undecyl]-10-hydroxy-14,20-dimethoxy-9,11,15,18-tetramethyl-2-oxo-oxacyclotetracosa-3,5,15,21-tetraen-8-yl ester 

Downstream Products

• 15448-47-2 (R)-propylene oxide 
• 16088-62-3 (S)-Propylene oxide 
• 74492-06-1 (S)-alaphos 
• 15284-15-8 (+)-Methadone hydrochloride 
• 7576-08-1 (S)-(+)-2,2-diphenyl-4-dimethylaminopentanenitrile 

Relevant academic research and scientific papers

SYNTHESIS OF LEVOMETHADONE HYDROCHLORIDE OR DEXTROMETHADONE HYDROCHLORIDE AND METHODS FOR USE THEREOF

Highly efficient methods for synthesis of levomethadone hydrochloride or dextromethadone hydrochloride are provided starting from D-alanine, or L-alanine, respectively, with retention of configuration. Methods for treating a subject are provided comprising administering a composition comprising an effective amount of levomethadone hydrochloride having not more than 10 ppm dextromethadone.

Aplyronine A, a potent antitumor macrolide of marine origin, and the congeners aplyronines B and C: isolation, structures, and bioactivities

Aplyronine A (2), a potent antitumor macrolide was isolated from the sea hare Aplysia kurodai together with the congeners aplyronines B (3) and C (4). The absolute stereostructure of aplyronine A (2) was determined by the instrumental analysis (mainly NMR and MS) and the enantioselective synthesis of the fragments obtained from chemical degradation of aplyronine A (2). The structures of aplyronines B (3) and C (4) were also elucidated. Cytotoxicity and antitumor activity of aplyronine A (2) were evaluated.

4-ANILINO-QUINAZOLINE DERIVATIVES AS ANTIPROLIFERATIVE AGENTS

A quinazoline derivative of the formula (I): wherein the substituents are as defined in the text for use in the production of an anti proliferative effect which effect is produced alone or in part by inhibiting erbB2 receptor tyrosine kinase in a warm blooded animal such as man.

New chiral ammonium salt hosts derived from amino acids: Very efficient optical resolution of 2,2′-dihydroxy-1,1′-binaphthyl by complexation with these host compounds

Chiral ammonium salt hosts are prepared from amino acids by transformation of their NH2 and CO2H groups into Me3N+Br- and CH2OH groups, respectively, via three simple reaction steps; by complexation with these hosts, 2,2′-dihydroxy-1,1′-binaphthyl is resolved very efficiently.

An Inversion of Chirality at a Chiral Micelle Surface

Two chiral quaternary ammonium bromide detergents S-1,2- and S-2,1-N-hexadecyl-N,N-dimethyl propanol bromide with the same S molecular configuration which are constituent isomers have been synthesised.They were used to prepare Amphiphillic Cholesteric Liquid Crystal (ACLC) samples where the molecular stereochemistry in respect to the micelle surface was inverted in respect to one another.Concomitant inversions in the sign of the optical rotation were found using the polarising microscope.Laser duffraction was used to determine the twists in these ACLC samples, which were found to be exceptionally small.The small twists were thought to be the result of the hydroxyl group in the chiral amphiphillic head group pushing the chiral centres apart. - Keywords: Amphiphillic liquid crystal, chiral micelle surface, cholesteric liquid crystal

THE REACTION OF DICHLOROCARBENE WITH β-ETHANOLAMINES. STEREOSPECIFIC SYNTHESIS OF EPOXIDES

Optically pure β-ethanolamines were converted into epoxides in good yield and with high e.e. (>= 95percent) by reaction with dichlorocarbene.By this method α-aminoacids were successfully converted into synthetically useful epoxides.

Chiral (β-Aminoalkyl)phosphines. Highly Efficient Phosphine Ligands for Catalytic Asymmetric Grignard Cross-Coupling

New chiral (β-aminoalkyl)phosphines, RCH(NMe2)CH2PPh2 , were prepared by starting with optically active amino acids.The phosphines were used as ligands for nickel-catalyzed asymmetric cross-coupling of 1-arylethyl Grignard reagents (ArMeCHMgCl) with vinyl bromide.Coupling products of over 70percent enantiomeric excess (ee) were obtained in the reaction with the ligand Phephos, Valphos, Ilephos, PhGlyphos, ChGlyphos, or t-Leuphos.A mechanism involving complexation of the magnesium atom in the Grignard reagent with the amino group on the (β-aminoalkyl)phosphine ligand is proposed to account for the high stereoselectivity.The asymmetric cross-coupling was applied to the synthesis of optically active 2-arylpropionic acids.

Chiral β-dimethylaminoalkylphosphines. Highly efficient ligands for a nickel complex catalyzed asymmetric grignard cross-coupling reaction

Chiral β-dimethylaminoalkylphosphines were prepared starting with amino acids, (S)-alanine, (S)-phenylalanine, (R)-phenylglycine, (S)-valine, and (R)-tert-leucine. The chiral phosphines were found to be highly efficient ligands for a nickel catalyzed asymmetric Grignard cross-coupling reaction (38～94% optical yield).