33770-43-3

Basic information

• Product Name: (S)-1-1-(3',4'-dimethoxylphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline
• Synonyms: (S)-1-1-(3',4'-dimethoxylphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline
• CAS NO: 33770-43-3
• Molecular Weight: 329.396
• Mol File: 33770-43-3.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: (S)-1-1-(3',4'-dimethoxylphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-1-(3',4'-dimethoxylphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline(33770-43-3)
• EPA Substance Registry System: (S)-1-1-(3',4'-dimethoxylphenyl)-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline(33770-43-3)

Safety Data

• Hazardous Substances Data: 33770-43-3(Hazardous Substances Data)

Upstream product

• 33770-41-1 (R)-1-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 15547-55-4 1-(3',4'-dimethoxyphenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 102011-15-4 N-<2-(3,4-dimethoxyphenyl)ethyl>-3,4-dimethoxyphenylacetamide 
• 1202920-19-1 (1S)-1-[3,4-(dimethoxyphenyl)]-6,7-dimethoxy-3-oxo-1,2,3,4-tetrahydroisoquinoline 
• 7417-21-2 2-(3,4-dimethoxyphenyl)ethyl alcohol 
• 123285-94-9 (3R,10bS)-8,9-dimethoxy-3-phenyl-2,3,5,6-tetrahydro-10bH-oxazolo<2.3-a>isoquinoline 
• 132283-67-1 6,7-dimethoxy-1-ethoxyisochroman 
• 132283-68-2 2-(2-chloroethyl)-4,5-dimethoxybenzaldehyde 
• 170710-99-3 (3S,10bR)-10b-(3,4-Dimethoxy-phenyl)-8,9-dimethoxy-3-phenyl-2,3,6,10b-tetrahydro-oxazolo[2,3-a]isoquinolin-5-one 
• 167475-95-8 [2-(3,4-Dimethoxy-benzoyl)-4,5-dimethoxy-phenyl]-acetic acid methyl ester 
• 154502-77-9 2-<2-(3,4-dimethoxybenzoyl)-4,5-dimethoxyphenyl>acetic acid 
• 93-07-2 Veratric acid 

Downstream Products

• 22324-82-9 (S)-1-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of Imines in Water by Varying the Ratio of Formic Acid to Triethylamine

Asymmetric transfer hydrogenation (ATH) of imines has been performed with variation in formic acid (F) and triethylamine (T) molar ratios in water. The F/T ratio is shown to affect both the reduction rate and enantioselectivity, with the optimum ratio being 1.1 in the ATH of imines with the Rh-(1S,2S)-TsDPEN catalyst. Use of methanol as a cosolvent enhanced reduction activity. A variety of imine substrates have been reduced, affording high yields (94-98%) and good to excellent enantioselectivities (89-98%). In comparison with the common azeotropic F-T system, the reduction with 1.1/1 F/T is faster.

Biosynthesis of plant tetrahydroisoquinoline alkaloids through an imine reductase route

Herein, we report a biocatalytic approach to synthesize plant tetrahydroisoquinoline alkaloids (THIQAs) from dihydroisoquinoline (DHIQ) precursors using imine reductases and N-methyltransferase (NMT). The imine reductase IR45 was engineered to significant

Josiphos-Type Binaphane Ligands for Iridium-Catalyzed Enantioselective Hydrogenation of 1-Aryl-Substituted Dihydroisoquinolines

Convenient synthesis and useful application of a series of Josiphos-type binaphane ligands were described. The iridium complexes of these chiral diphosphines displayed excellent enantioselectivity and good reactivity in the asymmetric hydrogenation of challenging 1-aryl-substituted dihydroisoquinoline substrates (full conversions, up to >99% ee, 4000 TON). The use of 40% HBr (aqueous solution) as an additive dramatically improved the asymmetric induction of these catalysts. This transformation provided a highly efficient and enantioselective access to chiral 1-aryl-substituted tetrahydroisoquinolines, which were of great importance and common in natural products and biologically active molecules.