(2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one

Base Information

• Chemical Name: (2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one
• CAS No.: 295320-60-4
• Molecular Formula: C₂₅H₂₂N₂O₃S
• Molecular Weight: 430.527

Synonyms:(2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one

Chemical Property of (2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one

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Technology Process of (2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one

There total 1 articles about (2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one 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: 45.0%

isoquinoline (119-65-3) + (S)-3-Phenyl-2-(toluene-4-sulfonylamino)-propionyl fluoride → (2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one (295320-60-4)

Guidance literature:

isoquinoline; (S)-3-Phenyl-2-(toluene-4-sulfonylamino)-propionyl fluoride; With aluminium trichloride; In dichloromethane; at -78 - -10 ℃; for 3.5h;

With chloro-trimethyl-silane; In dichloromethane; at -78 - 20 ℃;

DOI:10.1002/ejoc.200400693

Reference yield:

(2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one (295320-60-4) → tert-butyl (2S,10bR)-2-benzyl-3-oxo-2,3,6,10b-tetrahydroimidazo[2,1-a]isoquinolin-1(5H)-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / H₂ / 10 percent Pd-hydroxide / CH₂Cl₂; ethanol / 3 h

2.1: Na-naphthalide / tetrahydrofuran / 1 h / -100 °C

2.2: 83 percent / tetrahydrofuran / -100 - 20 °C

With Na-naphthalide; hydrogen; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/ejoc.200400693

Reference yield:

(2S,10bR)-2-benzyl-1-(p-tolylsulfonyl)-1,10b-dihydroimidazo[2,1-a]isoquinolin-3(2H)-one (295320-60-4) → (2S,10bS)-2-benzyl-1,5,6,10b-tetrahydroimidazo[2,1-a]isoquinolin-3(2H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / 10 percent Pd-hydroxide / CH₂Cl₂; ethanol / 3 h

2: 30 percent / Na-naphthalide / tetrahydrofuran / 0.5 h / -100 °C

With Na-naphthalide; hydrogen; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/ejoc.200400693

upstream raw materials:

isoquinoline

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