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(1S,2S)-2-(Dimethylamino)-1-phenyl-1-(acetylthio)propane is a chiral organic compound with the molecular formula C13H19NOS. It is a derivative of 1-phenyl-1-(acetylthio)propane, featuring a dimethylamino group at the 2-position and a chiral center at the 1-position. (1S,2S)-2-(Dimethylamino)-1-phenyl-1-(acetylthio)propane is characterized by its asymmetric carbon atoms, which give rise to two enantiomers: the (1S,2S) and (1R,2R) forms. It is synthesized through a series of chemical reactions, including the addition of a dimethylamine to the corresponding aldehyde or ketone, followed by the introduction of an acetylthio group. (1S,2S)-2-(Dimethylamino)-1-phenyl-1-(acetylthio)propane has potential applications in the pharmaceutical industry, particularly in the development of chiral drugs, due to its unique stereochemistry and reactivity.

2226-22-4

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2226-22-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2226-22-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,2 and 6 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2226-22:
(6*2)+(5*2)+(4*2)+(3*6)+(2*2)+(1*2)=54
54 % 10 = 4
So 2226-22-4 is a valid CAS Registry Number.

2226-22-4Relevant academic research and scientific papers

Nucleophilic substitutions using O-alkyl-N,N'-dialkylisoureas. Applications to ephedrines

Poelert, Martin A.,Hulshof, L. A.,Kellogg, Richard M.

, p. 365 - 368 (2007/10/02)

Dialkylcarbodiimides in the presence of a Cu(I) catalyst react cleanly with the hydroxyl group of N-methylated (1R,2S)-ephedrine and (1S,2S)-pseudoephedrine.These adducts react with nucleophiles like alkyl and aryl thiols as well as thioic acids and phthalimide to form the substitution products with overall retention of configuration.It is postulated that intramolecular paricipation of the amino group via an SN2 reaction leads to aziridium salts, which are subsequently opened by the nucleophiles via a second SN2 reaction.This synthetic approach is also useful for the inversion of simple secondary alcohols; on treatment with dicyclohexylcarbodiimide followed by benzothioic acid and treatment with LiAlH4, menthol was converted in good yield to neomenthane thiol.

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