4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide

Base Information

• Chemical Name: 4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide
• CAS No.: 1293372-42-5
• Molecular Formula: C₁₅H₁₂ClNO₃S
• Molecular Weight: 321.784

Synonyms:4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide

Chemical Property of 4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide

Chemical Property:

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Technology Process of 4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide

There total 1 articles about 4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide 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: 88.0%

2-(4-chlorophenyl)-2-hydroxy-1-p-tolylethanone (106055-02-1) → 4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide (1293372-42-5)

Guidance literature:

2-(4-chlorophenyl)-2-hydroxy-1-p-tolylethanone; With formic acid; isocyanate de chlorosulfonyle; In N,N-dimethyl acetamide; at 0 - 25 ℃; Inert atmosphere;

With toluene-4-sulfonic acid; In toluene; Inert atmosphere; Reflux;

DOI:10.1039/c0cc05289b

Reference yield: 94.0%

4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide (1293372-42-5) → (4S,5R)-4-(4-methylphenyl)-5-(4-chlorophenyl)-[1,2,3]oxathiazolidine 2,2-dioxide (1293372-54-9)

Guidance literature:

With formic acid; RhCl[(R,R)-TsDPEN](C₅Me₅); triethylamine; In ethyl acetate; at 25 ℃; for 0.5h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c0cc05289b

Reference yield:

4-(4-methylphenyl)-5-(4-chlorophenyl)-5H-[1,2,3]oxathiazole 2,2-dioxide (1293372-42-5) → (4S,5R)-N-boc-4-(4-methylphenyl)-5-(4-chlorophenyl)-[1,2,3]oxathiazolidine 2,2-dioxide (1293372-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid; RhCl[(R,R)-TsDPEN](C₅Me₅); triethylamine / ethyl acetate / 0.5 h / 25 °C / Inert atmosphere

2: dmap / dichloromethane / 1 h / 25 °C / Inert atmosphere

With dmap; formic acid; RhCl[(R,R)-TsDPEN](C₅Me₅); triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1039/c0cc05289b

upstream raw materials:

2-(4-chlorophenyl)-2-hydroxy-1-p-tolylethanone

Downstream raw materials:

(4S,5R)-4-(4-methylphenyl)-5-(4-chlorophenyl)-[1,2,3]oxathiazolidine 2,2-dioxide

(4S,5R)-N-boc-4-(4-methylphenyl)-5-(4-chlorophenyl)-[1,2,3]oxathiazolidine 2,2-dioxide

(1S,2S)-N-boc-2-azido-2-(4-chlorophenyl)-1-(4-methylphenyl)-ethyl amine

(1S,2S)-2-amino-2-(4-chlorophenyl)-1-(N-boc-amino)-1-(4-methylphenyl)ethane

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