N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

Base Information

• Chemical Name: N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene
• CAS No.: 1333466-75-3
• Molecular Formula: C₂₄H₂₅NO₄S₂
• Molecular Weight: 455.599

Synonyms:N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

Chemical Property of N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

Chemical Property:

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Technology Process of N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

There total 12 articles about N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene 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: 87.0%

N-(4-cyclobutyl-2-phenylsulfonyl-2,3-butadienyl)-N-(2-propynyl)-4-methylbenzenesulfonamide (1333466-96-8) → N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1(12),2,7-triene (1333466-75-3) + 4-(cyclobutylidenemethyl)-3-methylene-N-(4-methylbenzenesulfonyl)-5-phenylsulfonyl-1,2,3,6-tetrahydropyridine (1333466-91-3)

Guidance literature:

With Rh(dppp)2Cl; In 1,4-dioxane; at 80 ℃; for 0.2h; Inert atmosphere;

DOI:10.1002/chem.201101441

Reference yield: 16.0%

N-(4-cyclobutyl-2-phenylsulfonyl-2,3-butadienyl)-N-(2-propynyl)-4-methylbenzenesulfonamide (1333466-96-8) → N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1(12),2,7-triene (1333466-75-3)

Guidance literature:

With [RhCl(CO)1,3-bis(diphenylphosphino)propane]₂; In toluene; at 20 ℃; for 33h; Inert atmosphere;

DOI:10.1002/chem.201101441

Reference yield:

N-(4-cyclobutyl-4-hydroxy-2-butynyl)-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-12-1) → N-(4-methylbenzenesulfonyl)-12-phenylsulfonyl-10-azabicyclo[6.4.0]dodeca-1(12),2,7-triene (1333466-75-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / -78 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: [RhCl(CO)1,3-bis(diphenylphosphino)propane]₂ / toluene / 33 h / 20 °C / Inert atmosphere

With [RhCl(CO)1,3-bis(diphenylphosphino)propane]₂; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/chem.201101441

upstream raw materials:

N-(4-cyclobutyl-4-hydroxy-2-butynyl)-N-(2-propynyl)-4-methylbenzenesulfonamide

N-(4-cyclobutyl-2-phenylsulfonyl-2,3-butadienyl)-N-(2-propynyl)-4-methylbenzenesulfonamide

cyclobutylaldehyde

4-methyl-N,N-diprop-2-ynylbenzenesulfonamide

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