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

Base Information

• Chemical Name: N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide
• CAS No.: 1333467-11-0
• Molecular Formula: C₂₀H₂₅NO₂S
• Molecular Weight: 343.49

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 4 articles about N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide 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:

C20H25NO4S2 + methyllithium (917-54-4) → N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-11-0)

Guidance literature:

methyllithium; With copper(l) cyanide; lithium chloride; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Inert atmosphere;

C₂₀H₂₅NO₄S₂; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

DOI:10.1002/chem.201101441

Reference yield:

N-{4-hydroxy-4-(1-methylcyclobutyl)-2-butynyl}-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-13-2) → N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-11-0)

Guidance literature:

Multi-step reaction with 2 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

With copper(l) cyanide; triethylamine; lithium chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/chem.201101441

Reference yield:

4-methyl-N,N-diprop-2-ynylbenzenesulfonamide (18773-54-1) → N-{2-methyl-4-(1-methylcyclobutyl)-2,3-butadienyl}-N-(2-propynyl)-4-methylbenzenesulfonamide (1333467-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.08 h / -78 °C / Inert atmosphere

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

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

3.2: -78 °C / Inert atmosphere

With copper(l) cyanide; triethylamine; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/chem.201101441

upstream raw materials:

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

methyllithium

1-methylcyclobutane-1-carbaldehyde

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

Downstream raw materials:

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

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