244092-75-9

Basic information

• Product Name: (1S)-1-phenyl-2-propen-1-amine
• Synonyms: (1S)-1-phenyl-2-propen-1-amine
• CAS NO: 244092-75-9
• Molecular Weight: 133.193
• Mol File: 244092-75-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (1S)-1-phenyl-2-propen-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-phenyl-2-propen-1-amine(244092-75-9)
• EPA Substance Registry System: (1S)-1-phenyl-2-propen-1-amine(244092-75-9)

Safety Data

• Hazardous Substances Data: 244092-75-9(Hazardous Substances Data)

Upstream product

• 108-21-4 Isopropyl acetate 
• 59874-90-7 N-<1-(1-phenylprop-2-enyl)> trichloroacetamide 
• 51479-71-1 O-(3-Phenyl-2-propenyl)-2,2,2-Trichlorethanimidsaeure-O-(3-phenyl-2-propenyl)ester 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 1826-67-1 vinyl magnesium bromide 
• 100-52-7 benzaldehyde 
• 343338-28-3 (S)-2-methylpropane-2-sulfinamide 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 59874-81-6 1-(1-imino-2,2,2-trichloroethoxy)-3-phenyl-2(E)-propene 
• 4393-21-9 1-(phenyl)allylamine 
• 104713-12-4 (1S)-1-phenylprop-2-en-1-ol 
• 154614-38-7 (+/-)-N-1-acetyl-1-phenyl-2-propenylamine 
• 757195-17-8 benzaldehyde O-[(2R)-2-hydroxy-2-phenylethyl]oxime 
• 87802-71-9 (E)-methyl cinnamyl carbonate 

Downstream Products

• 1181394-16-0 (S)-1-phenylprop-2-en-1-amine hydrochloride 
• 1169852-67-8 (S)-(9H-fluoren-9-yl)methyl 1-phenylallylcarbamate 
• 168126-70-3 (S)-4-methyl-N-(1-phenylallyl)benzenesulfonamide 
• 1186139-01-4 (S)-N-(1-phenylallyl)-3,5-dinitrobenzamide 
• 913344-50-0 ((S)-1-Phenyl-allyl)-((S)-1-vinyl-butyl)-amine 
• 913344-51-1 ((S)-1-Phenyl-allyl)-((R)-1-vinyl-butyl)-amine 
• 1179523-32-0 C₁₀H₁₁N 

Relevant articles and documents

Enantioseparation, in vitro testing, and structural characterization of triple-binding reactivators of organophosphate-inhibited cholinesterases

The enantiomers of racemic 2-hydroxyimino-N-(azidophenylpropyl)acetamide-derived triple-binding oxime reactivators were separated, and tested for inhibition and reactivation of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibited with ta

Rhodium-Catalyzed Regiodivergent Hydrothiolation of Allyl Amines and Imines

The regiodivergent Rh-catalyzed hydrothiolation of allyl amines and imines is presented. Bidentate phosphine ligands with larger natural bite angles (βn ≥ 99°), for example, DPEphos, dpph, or L1, promote a Markovnikov-selective hydrothiolation in up to 88% yield and >20:1 regioselectivity. Conversely, when smaller bite angle ligands (βn ≤ 86°), for example, dppbz or dppp, are employed, the anti-Markovnikov product is formed in up to 74% yield and >20:1 regioselectivity. Initial mechanistic investigations are performed and are consistent with an oxidative addition/olefin insertion/reductive elimination mechanism for each regioisomeric pathway. We hypothesize that the change in regioselectivity is an effect of diverging coordination spheres to favor either Rh-S or Rh-H insertion to form the branched or linear isomer, respectively.

An efficient enzymatic approach to (S)-1-aryl-allylamines

A range of 1-aryl-allylamines were prepared in moderate to excellent enantioselectivity (ee 63.5%→99.9%) using lipase B from a Candida antarctica catalyzed resolution of racemic amines. This is the first time that CaLB has been used for the resolution of 1-aryl-allylamines. Racemic amines were prepared starting from aromatic aldehydes with a [3,3]-sigmatropic rearrangement of the acyclic imidates as the key step followed by trichloroacetamidate hydrolysis. Aldehydes were converted into acrylic esters using Knoevenagel reaction. After reduction, the corresponding alcohols were used for the preparation of trichloroacetimidates, which were then used in an Overman rearrangement.