146530-36-1

Basic information

• Product Name: (R)-3-phenyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: (R)-3-phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 146530-36-1
• Molecular Weight: 209.291
• Mol File: 146530-36-1.mol

Chemical Properties

• CAS DataBase Reference: (R)-3-phenyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-phenyl-1,2,3,4-tetrahydroisoquinoline(146530-36-1)
• EPA Substance Registry System: (R)-3-phenyl-1,2,3,4-tetrahydroisoquinoline(146530-36-1)

Safety Data

• Hazardous Substances Data: 146530-36-1(Hazardous Substances Data)

Upstream product

• 1232683-23-6 (R)-2-[2-(hydroxymethyl)phenyl]-1-phenylethanamine 
• 37993-76-3 3-phenylisoquinoline 
• 138350-98-8 1-<2-((tert-butoxycarbonyl)aminomethyl)phenyl>-1-phenylethanone 
• 146530-33-8 (R)-N-(1,2-diphenylethyl)formamide 
• 34645-25-5 (R)-(-)-1,2-diphenylethylamine 
• 146530-34-9 (R)-2-formyl-1,2,3,4-tetrahydro-3-phenylisoquinoline 

Relevant articles and documents

Iridium-catalyzed enantioselective reductive amination of aromatic ketones

A highly efficient direct asymmetric reductive amination of aromatic ketones catalyzed by an iridium complex of Josiphos-type binaphane ligands was described. This concise and practical method provided chiral amines in high yields and enantioselectivities (up to 99% ee). This journal is

Strong Br?nsted acid promoted asymmetric hydrogenation of isoquinolines and quinolines catalyzed by a Rh-thiourea chiral phosphine complex: Via anion binding

Rhodium catalyzed asymmetric hydrogenation of both isoquinolines and quinolines provides a new method to synthesize chiral tetrahydroisoquinolines and tetrahydroquinolines. By introducing strong Br?nsted acid HCl, anion binding between the substrate and t

Enhancing effects of salt formation on catalytic activity and enantioselectivity for asymmetric hydrogenation of isoquinolinium salts by dinuclear halide-bridged iridium complexes bearing chiral diphosphine ligands

Asymmetric hydrogenation of 1- and 3-substituted and 1,3-disubstituted isoquinolinium chlorides using triply halide-bridged dinuclear iridium complexes [{Ir(H)(diphosphine)} 2(μ -Cl)3]Cl has been achieved by the strategy of HCl salt formation of isoquinolines to afford the corresponding chiral 1,2,3,4-tetrahydroisoquinolines (THIQs) in high yields and with excellent enantioselectivities after simple basic workup. The effects of salt formation have been investigated by time-course experiments, which revealed that the generation of isoquinolinium chlorides clearly prevented formation of the catalytically inactive dinuclear trihydride complex, which was readily generated in the catalytic reduction of salt-free isoquinoline substrates. Based on mechanistic investigations, including by 1H and 31P{1H} NMR studies and the isolation and characterization of several intermediates, the function of the chloride anion of the isoquinolinium chlorides has been elucidated, allowing us to propose a new outer-sphere mechanism involving coordination of the chloride anion of the substrates to an iridium dihydride species along with a hydrogen bond between the chloride ligand and the N-H proton of the substrate salt.

Reductive ring-opening of phthalan and isochroman: Application to the stereoselective synthesis of tetrahydroisoquinolines and tetrahydrobenzazepines

The reaction of the dianionic intermediates 2a,b resulting from the lithiation of phthalan (la) and isochroman (lb) with chiral N-tert-butylsulfinyl aldimines 9 in the presence of ZnMe2 gave, after hydrolysis, N-tert-butylsulfinyl amino alcohol

Stereoselective synthesis of 3-substituted tetrahydroisoquinolines from phthalan and chiral N-sulfinylimines

The reaction of the dianionic intermediate [resulting from the reductive opening of phthalan (1) with lithium] with chiral N-tert-butylsulfinyl aldimines 3 in the presence of ZnMe2 gives, after hydrolysis, N-tert-butylsulfinyl amino alcohols 4

Use of the N-formyliminium ion cyclization for the synthesis of 3-aryl-1,2,3,4-tetrahydroisoquinolines

Classical cyclization procedures for the synthesis of 3-arylisoquinolines are fraught with complications. Here, we present the application of an N-acyliminium cyclization to such target molecules. N(1,2-diarylethyl)formamides 1, 4a-4d, and 4f were cyclize