14429-09-5

Basic information

• Product Name: 1,2,3,4-Tetrahydro-1,2-dimethylisoquinoline
• Synonyms: 1,2,3,4-Tetrahydro-1,2-dimethylisoquinoline
• CAS NO: 14429-09-5
• Molecular Formula: C11H15N
• Molecular Weight: 161.24
• Mol File: 14429-09-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2,3,4-Tetrahydro-1,2-dimethylisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-Tetrahydro-1,2-dimethylisoquinoline(14429-09-5)
• EPA Substance Registry System: 1,2,3,4-Tetrahydro-1,2-dimethylisoquinoline(14429-09-5)

Safety Data

• Hazardous Substances Data: 14429-09-5(Hazardous Substances Data)

Upstream product

• 1612-65-3 2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 92885-35-3 2-methyl-3,4-dihydroisoquinolinium cation 
• 75-16-1 methylmagnesium bromide 
• 64-04-0 phenethylamine 
• 50-00-0 formaldehyd 
• 4965-09-7 1-methyl-1,2,3,4-tetrahydroisoquinoline 
• 74-88-4 methyl iodide 
• 79011-27-1 2-formyl-1,2,3,4-tetrahydro-1-methylisoquinoline 
• 75-24-1 trimethylaluminum 
• 17206-01-8 N-methyl-1,2,3,4-tetrahydroisoquinoline N-oxide 
• 917-64-6 methyl magnesium iodide 
• 111783-60-9 2-methyl-1,2-dihydroisoquinolinium iodide 
• 104860-88-0 1,2-dimethyl-1,2-dihydroisoquinoline 
• 98-86-2 acetophenone 

Relevant articles and documents

Extended Catalytic Scope of a Well-Known Enzyme: Asymmetric Reduction of Iminium Substrates by Glucose Dehydrogenase

NADP(H)-dependent imine reductases (IREDs) are of interest in biocatalytic research due to their ability to generate chiral amines from imine/iminium substrates. In reaction protocols involving IREDs, glucose dehydrogenase (GDH) is generally used to regenerate the expensive cofactor NADPH by oxidation of d-glucose to gluconolactone. We have characterized different IREDs with regard to reduction of a set of bicyclic iminium compounds and have utilized 1H NMR and GC analyses to determine degree of substrate conversion and product enantiomeric excess (ee). All IREDs reduced the tested iminium compounds to the corresponding chiral amines. Blank experiments without IREDs also showed substrate conversion, however, thus suggesting an iminium reductase activity of GDH. This unexpected observation was confirmed by additional experiments with GDHs of different origin. The reduction of C=N bonds with good levels of conversion (>50 %) and excellent enantioselectivity (up to >99 % ee) by GDH represents a promiscuous catalytic activity of this enzyme.

A chemo-enzymatic route to enantiomerically pure cyclic tertiary amines

Deracemization of racemic chiral tertiary amines has been achieved by combination of an enantioselective amine oxidase, obtained through directed evolution, and ammonia borane in a one-pot process. Copyright

A highly efficient synthesis of 1-methyl-, 1-benzyl-, and 1-phenyl-1,2,3,4-tetrahydroisoquinolines by a modified pummerer reaction

(±)-1-Methyl- (13b), (±)-1-benzyl- (13c), and (±)-1-phenyl- (13d)-1,2,3,4-tetrahydroisoquinolines, which are supposed to participate in the pathogenesis of Parkinson's disease, were prepared by using a modified Pummerer reaction as a key step in excellent overall yields from the commercially available ketones (4b-c).