(2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide

Base Information

• Chemical Name: (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide
• CAS No.: 446021-62-1
• Molecular Formula: C₁₈H₁₉NO₄S₂
• Molecular Weight: 377.485
• Mol file: 446021-62-1.mol

Synonyms:(2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide

Chemical Property of (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide

There total 6 articles about (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide 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: 80.0%

N-((1R,2S)-2-Hydroxy-indan-1-yl)-2,4,6-trimethyl-benzenesulfonamide (175848-32-5) → (2S,3aR,8aS)-3-(2,4,6-Trimethyl-benzenesulfonyl)-3,3a,8,8a-tetrahydro-1-oxa-2-thia-3-aza-cyclopenta[a]indene 2-oxide (446021-63-2) + (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide (446021-62-1)

Guidance literature:

With 3,5-Lutidine; thionyl chloride; In tetrahydrofuran; at -45 ℃;

DOI:10.1021/ja0200692

Reference yield: 80.0%

N-((1R,2S)-2-Hydroxy-indan-1-yl)-2,4,6-trimethyl-benzenesulfonamide (175848-32-5) → (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide (446021-62-1)

Guidance literature:

With 3,5-Lutidine; thionyl chloride; In tetrahydrofuran; at -45 ℃;

DOI:10.1016/j.tet.2005.03.122

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) → (2S,3aR,8aS)-3-(mesitylsulfonyl)-3,3a,8,8a-tetrahydroindeno[1,2-d][1,2,3]oxathiazole-2-oxide (446021-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Na₂CO₃ / H₂O; ethyl acetate; tetrahydrofuran / 20 °C

2: thionyl chloride; triethylamine / tetrahydrofuran / -45 °C

With thionyl chloride; sodium carbonate; triethylamine; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/ja0200692

upstream raw materials:

N-((1R,2S)-2-Hydroxy-indan-1-yl)-2,4,6-trimethyl-benzenesulfonamide

(2S,3aR,8aS)-3-(2,4,6-Trimethyl-benzenesulfonyl)-3,3a,8,8a-tetrahydro-1-oxa-2-thia-3-aza-cyclopenta[a]indene 2-oxide

2-Methyl-propane-2-sulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester

2-mesitylenesulphonyl chloride

Downstream raw materials:

Benzenesulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester

4-Methyl-benzenesulfinic acid (1R,2S)-1-(2,4,6-trimethyl-benzenesulfonylamino)-indan-2-yl ester

N-((1R,2S)-2-Hydroxy-indan-1-yl)-2,4,6-trimethyl-benzenesulfonamide

(2S,3aR,8aS)-3-(2,4,6-Trimethyl-benzenesulfonyl)-3,3a,8,8a-tetrahydro-1-oxa-2-thia-3-aza-cyclopenta[a]indene 2-oxide