130194-42-2

Basic information

• Product Name: (S)-3-AMINO-1-PHENYL-PROPAN-1-OL
• Synonyms: (S)-3-AMINO-1-PHENYL-PROPAN-1-OL
• CAS NO: 130194-42-2
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.21
• Mol File: 130194-42-2.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-3-AMINO-1-PHENYL-PROPAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-AMINO-1-PHENYL-PROPAN-1-OL(130194-42-2)
• EPA Substance Registry System: (S)-3-AMINO-1-PHENYL-PROPAN-1-OL(130194-42-2)

Safety Data

• Hazardous Substances Data: 130194-42-2(Hazardous Substances Data)

Usage

General Description

(S)-3-AMINO-1-PHENYL-PROPAN-1-OL, also known as (S)-norephedrine, is a chiral compound belonging to the class of alcohols. It has a molecular formula of C9H13NO and a molecular weight of 151.21 g/mol. This chemical is commonly used as a precursor in the synthesis of pharmaceuticals, specifically in the production of ephedrine and pseudoephedrine. It is also utilized in the manufacture of various chiral catalysts and as a reagent in organic chemistry. (S)-3-AMINO-1-PHENYL-PROPAN-1-OL is known for its potential therapeutic properties and is being studied for its potential use in the treatment of various medical conditions. It is important to handle this chemical with care and in accordance with proper safety guidelines to prevent any potential hazards associated with its use.

Upstream product

• 614-16-4 Benzoylacetonitrile 
• 73627-97-1 3-hydroxy-3-phenylpropanenitrile 
• 5053-63-4 3-amino-1-phenylpropan-1-ol 
• 100306-34-1 3-chloro-1-phenylpropanol 
• 114133-36-7 (S)-(-)-3-iodo-1-phenyl-1-propanol 
• 7391-31-3 2-ethyl-3-oxo-3-phenylpropanenitrile 
• 113986-29-1 3-azido-1-phenyl-propan-1-one 
• 257892-43-6 (+/-)-N-(tert-butoxycarbonyl)-3-amino-1-phenylpropan-1-ol 
• 333387-97-6 (3-oxo-3-phenylpropyl)carbamic acid tert-butyl ester 
• 70-11-1 α-bromoacetophenone 
• 762273-00-7 (S)-(-)-N-(tert-butoxycarbonyl)-3-amino-1-phenylpropan-1-ol 
• 357434-40-3 (S)-3-azido-1-phenyl-1-propanol 
• 132203-26-0 (S)-3-hydroxy-3-phenylpropanenitrile 
• 20780-53-4 (R)-Styrene oxide 

Downstream Products

• 138614-32-1 (S)-(+)-norfluoxetine hydrochloride 
• 634915-35-8 (S)-4,6-dichloro-2-(3'-hydroxy-3'-phenylpropylamino)pyrimidine 
• 634915-36-9 (S)-2,4-dichloro-6-(3'-hydroxy-3'-phenylpropylamino)pyrimidine 
• 114133-37-8 (S)-N-methyl-3-amino-1-phenyl-1-propanol 
• 114247-06-2 (S)-fluoxetine hydrochloride 
• 406218-18-6 (R)-6-phenyl-1,3-oxazinan-2-one R-7a 
• 762273-00-7 (S)-(-)-N-(tert-butoxycarbonyl)-3-amino-1-phenylpropan-1-ol 
• 1215021-79-6 (3R,5S,10R)-7-benzyl-3-(hydroxymethyl)-10-phenyl-2,7-diazaspiro[4.5]decane-1,6-dione 
• 1215021-57-0 (S)-3-benzyl-6-phenyl 1,2,3-oxathiazinane 2,2-dioxide 

Relevant articles and documents

A Green approach towards the synthesis of chiral alcohols using functionalized alginate immobilized Saccharomyces cerevisiae cells

The stereochemistry of the drug molecule is gaining greater therapeutic importance and thus much attention was drawn in synthesis of chiral compounds by the pharmaceutical industry. In this study Saccharomyces cerevisiae cells immobilized on functionalize

Catalytic asymmetric alkylation reactions for the construction of protected ethylene-amino and propylene-amino motifs attached to quaternary stereocentres

An efficient catalytic and stereoselective method for the direct construction of protected ethylene-amino and propylene-amino scaffolds attached to quaternary stereocentres is reported. Preliminary investigations revealed a mild base catalysed nucleophilic ring opening of N-sulfonyl aziridines using the commercially available phosphazene base 2-tert-butylimino-2-diethylamino-1,3- dimethyl-perhydro-1,3,2-diazaphosphorine (BEMP) was possible and resulted in highly efficient alkylation reactions with a range of methine carbon acids. This reaction could be rendered highly asymmetric (up to 97 % ee) by employing phase-transfer catalysis to control stereoinduction. Incorporation of alkyl substituents onto the aziridine electrophile, resulted in a highly diastereoselective (up to 30:1 d.r.) variant of this methodology. A further extension using N-protected cyclic sulfamidates as the electrophilic component was successful with a range of pro-nucleophiles (up to 96 % ee and 45:1 d.r.) and allowed a range of nitrogen protecting groups (carbamate, sulfonyl, phosphonyl, benzyl) to be incorporated into the alkylation adducts. Finally, the utility of the products have been demonstrated in the synthesis of useful heterocycles and compounds bearing structural components of natural products. Open sesame: The enantio- and diastereoselective nucleophilic ring opening of protected aziridines and cyclic sulfamidates using asymmetric phase-transfer catalysis (PTC) is reported. The ring-opening alkylation reactions create quaternary chiral centres containing ethylene- and propylene-amino motifs in good yields with good to excellent enantioselectivities (see scheme). These reactions are broad in scope and a wide range of pro-nucleophiles are tolerated. Copyright

Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

An enantioselective synthesis of chiral γ-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing γ-azidoalcohols in high enantiomeric excess.