(4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole

Base Information

• Chemical Name: (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole
• CAS No.: 934013-41-9
• Molecular Formula: C₂₃H₂₂N₂O₂S
• Molecular Weight: 390.506
• Mol file: 934013-41-9.mol

Synonyms:(4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole

Chemical Property of (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole

There total 4 articles about (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole 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: 51.0%

benzonitrile (100-47-0) + (2R,3R)-2-methyl-3-phenyl-1-(toluene-4-sulfonyl)-aziridine (186352-80-7) → (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole (934013-41-9) + (4R,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo062564c

Reference yield:

(1S,2R)-(+)-norphedrine (37577-28-9,58550-13-3,757124-50-8) → (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole (934013-41-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / triethylamine / CH₂Cl₂ / 6 h / 0 - 20 °C

2: 99 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 6 h / 0 - 20 °C

3: 19 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo062564c

Reference yield:

N-[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]-4-methylbenzenesulfonamide (58107-41-8,58107-43-0,108591-33-9,131142-88-6,143957-01-1,136173-99-4) → (4S,5R)-5-methyl-2,4-diphenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-imidazole (934013-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 6 h / 0 - 20 °C

2: 19 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo062564c

upstream raw materials:

benzonitrile

(2R,3R)-2-methyl-3-phenyl-1-(toluene-4-sulfonyl)-aziridine

(1S,2R)-(+)-norphedrine

N-[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]-4-methylbenzenesulfonamide