(S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole

Base Information

• Chemical Name: (S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole
• CAS No.: 2509221-06-9
• Molecular Formula: C₂₂H₁₉NO₂S
• Molecular Weight: 361.464
• Mol file: 2509221-06-9.mol

Synonyms:

Chemical Property of (S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole

There total 11 articles about (S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole 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: 55.0%

(1S,2R,5S,RS)-(+)-Menthyl toluene-p-sulfinate (91796-57-5) + (4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole (321848-64-0,153233-81-9,191330-82-2) → (S)-4-phenyl-2-(2-((R)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole (2509221-06-9,396094-85-2,402755-64-0)

Guidance literature:

(4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

(1S,2R,5S,R_S)-(+)-Menthyl toluene-p-sulfinate; In tetrahydrofuran; at -78 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.201603576

Reference yield: 45.0%

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate (1517-82-4) + (4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole (321848-64-0,153233-81-9,191330-82-2) → (S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole (2509221-06-9,396094-85-2,402755-64-0)

Guidance literature:

(4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 7h; Inert atmosphere;

Reference yield: 45.0%

(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate (50444-99-0) + (4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole (321848-64-0,153233-81-9,191330-82-2) → (S)-4-phenyl-2-(2-((S)-p-tolylsulfinyl)phenyl)-4,5-dihydrooxazole (2509221-06-9,396094-85-2,402755-64-0)

Guidance literature:

(4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate; In tetrahydrofuran; at -78 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.201603576

upstream raw materials:

(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate

(4S)-2-(2-bromophenyl)-4-phenyl-4,5-dihydro-1,3-oxazole

(1S,2R,5S,R_S)-(+)-Menthyl toluene-p-sulfinate

(2S)-2-phenylglycinol

Refernces

• 1、 -. "Sulfoxide ligand metal catalyzed oxidation of olefins". Page/Page column 57. . Retrieved 2019/05/09.