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

Base Information

• Chemical Name: (R)-(+)-2-(4-methylphenylsulfonyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 220936-57-2
• Molecular Formula: C₂₂H₂₁NO₂S
• Molecular Weight: 363.48
• Mol file: 220936-57-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about (R)-(+)-2-(4-methylphenylsulfonyl)-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: 94.0%

1-phenyl-3,4-dihydroisoquinoline (52250-50-7) + p-toluenesulfonyl chloride (98-59-9) → (R)-(+)-2-(4-methylphenylsulfonyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (220936-57-2)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-3,5-diMe-Synphos; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In 1,4-dioxane; at 40 ℃; for 18h; under 7500.75 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol301281s

Reference yield: 90.0%

(R)-(+)-2-(4-methylphenylsulfonyl)-1-phenyl-1,2-dihydroisoquinoline (220936-55-0) → (R)-(+)-2-(4-methylphenylsulfonyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (220936-57-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 16h; Heating;

DOI:10.1002/(SICI)1099-0690(199902)1999:2<503::AID-EJOC503>3.0.CO;2-I

Reference yield: 45.0%

1-phenyl-3,4-dihydroisoquinoline (52250-50-7) + p-toluenesulfonyl chloride (98-59-9) → (R)-(+)-2-(4-methylphenylsulfonyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (220936-57-2) + 1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-3,5-diMe-Synphos; hydrogen; In 1,4-dioxane; at 40 ℃; for 18h; under 22502.3 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol301281s

upstream raw materials:

(R)-(+)-2-(4-methylphenylsulfonyl)-1-phenyl-1,2-dihydroisoquinoline

phenyl N-tosyl imine

p-toluenesulfonyl chloride

(4R,5R)-2-(2-Bromo-benzyl)-4,5-bis-(1-methoxy-1-methyl-ethyl)-[1,3]dioxolane

Downstream raw materials:

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