(R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1443308-76-6
• Molecular Formula: C₂₂H₂₁N
• Molecular Weight: 299.415
• Mol file: 1443308-76-6.mol

Synonyms:(R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline

There total 10 articles about (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

C22H18N(1+)*Br(1-) (1443308-91-5) → (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline (1443308-76-6)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R_ax,S,S)-C₃-TunePhos; hydrogen; In tetrahydrofuran; dichloromethane; at 30 ℃; for 20h; under 31029.7 Torr; Reagent/catalyst; enantioselective reaction; Autoclave; Glovebox;

DOI:10.1002/anie.201208300

Reference yield: 88.0%

N-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline (789429-17-0) → (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline (1443308-76-6)

Guidance literature:

N-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline; With N-Bromosuccinimide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium carbonate; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane); In 1,2-dichloro-ethane; at 20 ℃; for 0.333333h;

With hydrogen; In 1,2-dichloro-ethane; at 30 ℃; for 24h; under 25858.1 Torr; enantioselective reaction;

DOI:10.1021/jacs.5b06659

Reference yield: 73.0%

2-benzyl-3,4-dihydroisoquinolin-2-ium tetraphenylborate → (R)-2-benzyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline (1443308-76-6)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; 4,7,7-trimethyl-N-(naphthalen-2-ylmethyl)-5-phenylbicyclo[2.2.1]hepta-2,5-diene-2-carboxamide; In 1,4-dioxane; at 100 ℃; for 12h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00198

upstream raw materials:

C₂₂H₁₈N⁽¹⁺⁾*Br^(1-)

benzyl bromide

1-phenylisoquinoline

1-phenyl-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline