623143-32-8

Basic information

• Product Name: (S)-1-P-TOLYLPROPAN-1-AMINE
• Synonyms: (S)-1-P-TOLYLPROPAN-1-AMINE
• CAS NO: 623143-32-8
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• Mol File: 623143-32-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 228.3±9.0 °C(Predicted)
• Appearance: /
• Density: 0.935±0.06 g/cm3(Predicted)
• PKA: 9.50±0.10(Predicted)
• CAS DataBase Reference: (S)-1-P-TOLYLPROPAN-1-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-P-TOLYLPROPAN-1-AMINE(623143-32-8)
• EPA Substance Registry System: (S)-1-P-TOLYLPROPAN-1-AMINE(623143-32-8)

Safety Data

• Hazardous Substances Data: 623143-32-8(Hazardous Substances Data)

Usage

General Description

(S)-1-P-tolylpropan-1-amine, also known as 1-(p-tolyl)propan-1-amine, is a chemical compound with the molecular formula C9H13N. It is a chiral amine, which means it has a non-superposable mirror image. (S)-1-P-TOLYLPROPAN-1-AMINE is commonly used in the synthesis of various pharmaceuticals, including antidepressants and antipsychotic medications. It may also be used as a precursor in the production of other organic compounds. (S)-1-P-tolylpropan-1-amine is known to have a variety of biological activities, and its properties make it a valuable and versatile component in the field of medicinal chemistry and drug development.

Upstream product

• 54582-25-1 1-(p-tolyl)propan-1-one oxime 
• 5337-93-9 4'-methylpropiophenone 
• 58824-48-9 1-(4-methylphenyl)-2-propen-1-ol 
• 104-87-0 4-methyl-benzaldehyde 
• 918165-80-7 (S)-4-[1-(4'-methylphenyl)propyl]amino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-one 
• 145425-10-1 N-[1-(4-methylphenyl)propyl]-P,P-diphenylphosphinoylamide 

Relevant articles and documents

One-Pot Transformation of Ketoximes into Optically Active Alcohols and Amines by Sequential Action of Laccases and Ketoreductases or ω-Transaminases

An enzymatic one-pot process for asymmetric transformation of prochiral ketoximes into alcohols or amines was developed by sequential coupling of a laccase-catalyzed deoximation either with a ketone reduction (ketoreductase, KRED) or bioamination (ω-transaminase, ω-TA) in aqueous medium. An accurate selection of biocatalysts provided the corresponding products in excellent enantiomeric excesses and overall conversions ranging from 83 to >99 % for alcohols and 70 to >99 % for amines. Likewise, the employment of exclusively 1 % (w/w) of Cremophor, a polyethoxylated castor oil, as co-solvent enabled to reach concentrations up to 100 mM in the chiral alcohols cascade.

Efficient dual catalytic enantioselective diethylzinc addition to the exocyclic C{double bond, long}N double bond of some 1,2,4-N-triazinylarylimines using polymer-supported chiral β-amino alcohols derived from norephedrine

Chiral N,N-dialkylnorephedrines and their corresponding copolymers were evaluated as chiral ligands for the enantioselective diethylzinc addition to the exocyclic C{double bond, long}N double bond of some 4-arylideneamino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-ones 2a-f. The use of a dual catalytic system (amino alcohol/halosilane) in the titled asymmetric reaction was examined. The enantioselective ethylation reaction has been successfully carried out in the heterogeneous system even at low temperature. The corresponding 4-(1-arylpropyl)amino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-ones 4a-f were obtained in high yields with high enantioselectivities using chiral polymers (up to 91% ee), which are almost the same as those obtained from homogeneous analogues (up to 92% ee). The diethylzinc reagent neither opened the 1,2,4-triazinyl heterocyclic ring nor attacked the carbonyl or the thione groups of the 1,2,4-triazinyl heterocyclic ring and the addition reaction took place exclusively at the exocyclic electrophilic carbon atom yielding the C-ethylated products 4a-f. Reductive cleavage of the 1,2,4-triazinyl heterocyclic ring led smoothly to the corresponding primary aromatic amines 11a-f without significant loss of enantiomeric purity. A?suggestion about the possible transition state for the addition reaction is also presented.

Enantioselective addition of diethylzinc to N-diphenylphosphinoylimines employing N,N-dialkyl-1,2-diphenyl-2-aminoethanols as chiral ligands

By fine-tuning the substituents on the nitrogen of (1S,2R) and (1R,2S)-1,2-diphenyl-2-aminoethanols, a chiral ligand 2b was obtained, which showed excellent enantioselectivity, with up to 94% e.e, for the asymmetric addition of diethylzinc to N-diphenylphosphinoylimines 1. In one example, the optically active amide 3c was converted into a new amine 5 with 98% e.e. by a reaction sequence involving Suzuki coupling and hydrolysis without racemization.