1443308-76-6

Basic information

• Product Name: (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 1443308-76-6
• Molecular Weight: 299.415
• Mol File: 1443308-76-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline(1443308-76-6)
• EPA Substance Registry System: (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline(1443308-76-6)

Safety Data

• Hazardous Substances Data: 1443308-76-6(Hazardous Substances Data)

Upstream product

• 1443308-91-5 C₂₂H₁₈N⁽¹⁺⁾*Br^(1-) 
• 100-39-0 benzyl bromide 
• 3297-72-1 1-phenylisoquinoline 
• 22990-19-8 1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 789429-17-0 N-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 3230-65-7 3,4-dihydroisoquinoline 
• 119-65-3 isoquinoline 

Downstream Products

• 180272-45-1 (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Enantioselective synthesis of 1-aryl tetrahydroisoquinolines by the rhodium-catalyzed reaction of 3,4-dihydroisoquinolinium tetraarylborates

The 1-aryl tetrahydroisoquinolines (1-aryl THIQs) are omnipresent in biologically active molecules. Here we report on the direct asymmetric synthesis of these valuable compounds via the reaction of 3,4-dihydroisoquinolinium tetraarylborates. The dual roles of anionic tetraarylborates, which function as both prenucleophiles and stabilizers of 3,4-dihydroisoquinolinium cations, enable this rhodium(I)-catalyzed protocol to convergently provide enantioenriched 1-aryl THIQs in good yields (≤95%) with ≤97% ee, as demonstrated by the formal synthesis of (?)-solifenacin and the facile synthesis of (?)-Cryptostyline I.

Enantioselective iridium-catalyzed hydrogenation of 1- and 3-substituted isoquinolinium salts

Asymmetric hydrogenation: The title reaction provides an efficient and rapid access to chiral 1- and 3-substituted 1,2,3,4-tetrahydroisoquinolines with excellent enantioselectivity (see scheme; L=ligand). A preliminary mechanistic study indicates that the 1,2-hydride addition might be the initial step in the reaction. The method has been used in the synthesis of urinary antispasmodic drug (+)-solifenacin. Copyright