3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

Base Information

• Chemical Name: 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene
• CAS No.: 1333466-90-2
• Molecular Formula: C₂₀H₂₅NO₂S
• Molecular Weight: 343.49

Synonyms:3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

Chemical Property of 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

Chemical Property:

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Technology Process of 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1⁽¹²⁾,2,7-triene

There total 4 articles about 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-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: 99.0%

N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-11-0) → 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1(12),2,7-triene (1333466-90-2)

Guidance literature:

With Rh(dppp)2Cl; In 1,4-dioxane; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201101441

Reference yield:

N-{4-hydroxy-4-(1-methylcyclobutyl)-2-butynyl}-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-13-2) → 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1(12),2,7-triene (1333466-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

2.1: copper(l) cyanide; lithium chloride / tetrahydrofuran; diethyl ether / -78 - 20 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: Rh(dppp)2Cl / 1,4-dioxane / 0.5 h / Inert atmosphere; Reflux

With Rh(dppp)2Cl; copper(l) cyanide; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1002/chem.201101441

Reference yield:

C20H25NO4S2 → 3,12-dimethyl-N-(4-methylbenzenesulfonyl)-10-azabicyclo[6.4.0]dodeca-1(12),2,7-triene (1333466-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) cyanide; lithium chloride / tetrahydrofuran; diethyl ether / -78 - 20 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

2.1: Rh(dppp)2Cl / 1,4-dioxane / 0.5 h / Inert atmosphere; Reflux

With Rh(dppp)2Cl; copper(l) cyanide; lithium chloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether;

DOI:10.1002/chem.201101441

upstream raw materials:

N-{4-hydroxy-4-(1-methylcyclobutyl)-2-butynyl}-N-(2-propynyl)-4-methylbenzenesulfonamide

N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide

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

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