115914-08-4

Basic information

• Product Name: (S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE&
• Synonyms: (S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE&;(S)-(-)-N-Allyl-α-methylbenzylamine
• CAS NO: 115914-08-4
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.24
• Mol File: 115914-08-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 58-59 °C1 mm Hg(lit.)
• Flash Point: 187 °F
• Appearance: /
• Density: 0.919 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0855mmHg at 25°C
• Refractive Index: n20/D 1.5145(lit.)
• CAS DataBase Reference: (S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE&(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE&(115914-08-4)
• EPA Substance Registry System: (S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE&(115914-08-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 1760 8/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 115914-08-4(Hazardous Substances Data)

Usage

Description

(S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE&, with the molecular formula C11H15N, is a chiral amine characterized by an allyl-substituted benzyl group. This colorless to pale yellow liquid exhibits a strong ammonia-like odor and is recognized for its flammability and corrosive properties. Its unique chemical structure positions it as a vital intermediate in the synthesis of an array of drugs, particularly those addressing allergies and respiratory issues.

Uses

Used in Pharmaceutical Industry:
(S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE& is utilized as a key intermediate in the development and synthesis of various pharmaceutical products. Its role in creating drugs that treat allergies and respiratory problems is particularly noteworthy, given the prevalence of these health concerns worldwide.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE& serves as a crucial component in the formulation of products designed to enhance agricultural productivity and protect crops from pests and diseases.
Used in Fine Chemicals Production:
(S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE& is also employed in the production of fine chemicals, which are specialty chemicals used in various applications, including fragrances, dyes, and coatings. Its unique properties make it an indispensable component in the creation of these high-value products.
Organic Synthesis:
(S)-(-)-N-ALLYL-ALPHA-METHYLBENZYLAMINE& is a building block in organic synthesis, where it contributes to the formation of complex organic compounds that have a wide range of applications across different industries. Its versatility and reactivity make it a valuable asset in the field of chemical research and development.

InChI:InChI=1/C11H15N/c1-3-9-12-10(2)11-7-5-4-6-8-11/h3-8,10,12H,1,9H2,2H3/t10-/m1/s1

Upstream product

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 160865-32-7 (S)-N-allyl-N-(1-phenylethyl)prop-2-en-1-amine 
• 336628-52-5 (5R,1'S)-5-chloromethyl-3-(1'-phenylethyl)-2-oxazolidinone 
• 336628-51-4 (5R,1'S)-5-bromomethyl-3-(1'-phenylethyl)-2-oxazolidinone 
• 556-56-9 allyl iodid 
• 14649-03-7 (S)-phenylethyl isocyanate 
• 336628-48-9 1,3-dibromo-2-propyl (S)-N-(1-phenylethyl)carbamate 
• 336628-49-0 1,3-dichloro-2-propyl (S)-N-(1-phenylethyl)carbamate 
• 35021-93-3 N-(1-phenylethylidene)prop-2-en-1-amine 
• 98-85-1 1-Phenylethanol 
• 98-86-2 acetophenone 
• 107-11-9 1-amino-2-propene 

Downstream Products

• 133981-11-0 (S)-N-(1-Phenyleth-1-yl)-N-(prop-2-en-1-yl)-N'-tosylurea 
• 138202-74-1 2,3-Dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid allyl-((S)-1-phenyl-ethyl)-amide 
• 164660-15-5 (R)-3-[Allyl-((S)-1-phenyl-ethyl)-amino]-3-phenyl-propionic acid tert-butyl ester 
• 164660-17-7 (3R,4E,αS)-tert-butyl 3-(N-allyl-N-α-methylbenzylamino)-hept-4-enoate 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 162103-30-2 N-Allyl-2-chloro-N-((S)-1-phenyl-ethyl)-acetamide 
• 160718-79-6 (S)-(-)-N-butyl-N-(1-phenylethyl)allylamine 
• 174709-15-0 (S)-N-allyl-N-benzyl-α-methylbenzylamine 
• 175469-08-6 N-benzyl,N-(5,5-dimethyl-3-oxo-cyclohex-1-enyl)-2-aminoacetamide 
• 186299-49-0 (S)-N-allyl-N-(1-phenylethyl)methoxycarbonylacetamide 
• 186299-50-3 (S)-N-(1-pphenyleth-1-yl)-N-(1-prop-2-enyl)-3-oxobutanamide 
• 198543-54-3 tert-butyl (2S,3S,4E)-3-allyl<(1R)-1-phenylethyl>amino-2-hydroxy-4-hexenoate 

Relevant articles and documents

Visible Light-Mediated Synthesis of Enantiopure γ-Cyclobutane Amino and 3-(Aminomethyl)-5-phenylpentanoic Acids

A visible light-mediated [2+2] photocycloaddition of amide-linked dienes using [Ir(dtb-bpy)(dF(CF3)ppy)2]PF6 as triplet sensitizer was applied to generate a variety of N-tert-butyl, N-benzyl- and N-tert-butoxycarbonyl-protected 3-azabicyclo[3.2.0]heptan-2-ones in good yields and with good diastereoselectivity. Density functional theory calculations shed light on the conformational prerequisites for the [2+2] photocycloaddition. The bicyclic key structures could be readily transformed into γ-cyclobutane amino acids. For the obtained racemic 3-phenyl-2-aminocyclobutane-1-carboxylic acid the resolution with chiral oxazolidin-2-one is demonstrated to allow access to both enantiomers. Alternatively, a chiral auxiliary approach led as well to the enantiomerically pure target compound. Finally, the synthesis of either enantiomer of 3-(aminomethyl)-5-phenylpentanoic acid, the racemate being described as an anticonvulsant, is described.

Metal-free, mild, nonepimerizing, chemo- and enantio- or diastereoselective N-alkylation of amines by alcohols via oxidation/imine-iminium formation/reductive amination: A pragmatic synthesis of octahydropyrazinopyridoindoles and higher ring analogues

A mild step and atom-economical nonepimerizing chemo- and enantioselective N-alkylating procedure has been developed via oxidation/imine-iminium formation/reduction cascade using TEMPO-BAIB-HEH-Bronsted acid catalysis in DMPU as solvent and a stoichiometric amount of amine. The optimized conditions were further extended for the nonenzymatic kinetic resolution of the chiral amine thus formed under nonenzymatic in situ hydrogen-transfer conditions using VAPOL-derived phosphoric acid (VAPOL-PA) as the Bronsted acid catalyst. The enantioselective cascade of the presented reaction was successfully utilized in the synthesis of octahydropyrazinopyridoindole and its higher ring analogues.

Stereoselective 5-exo-trig radical cyclization in the enantioselective synthesis of Pregabalin

A practical stereoselective 5-exo-trig radical cyclization procedure was developed in order to prepare enantiomerically pure GABA derivative precursors (4-alkyl-pyrrolidin-2-ones). This procedure allows much more rapid access to optically pure GABA derivatives, such as the powerful antiepileptic agent (S)-(+)-3-aminomethyl-5-methylhexanoic acid (Pregabaline).