N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide

Base Information

• Chemical Name: N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide
• CAS No.: 1015445-12-1
• Molecular Formula: C₁₉H₃₁NO₄SSi
• Molecular Weight: 397.611

Synonyms:N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide

Chemical Property of N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide

There total 2 articles about N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide 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: 79.0%

4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-(2-propynyl)benzenesulfonamide (1015445-11-0) + paracetaldehyde (123-63-7) → N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide (1015445-12-1)

Guidance literature:

4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-(2-propynyl)benzenesulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

paracetaldehyde; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol702966j

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-(2-propynyl)benzenesulfonamide (1015445-11-0) → N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide (1015445-12-1)

Guidance literature:

4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-(2-propynyl)benzenesulfonamide; With n-butyllithium; In tetrahydrofuran;

formaldehyd; In tetrahydrofuran;

DOI:10.1246/bcsj.20190167

Reference yield: 59.0%

N-(4-hydroxy-2-butynyl)-4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]benzenesulfonamide (1015445-12-1) + methanesulfonyl chloride (124-63-0) → 4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[4-(methanesulfonyloxy)-2-butynyl]benzenesulfonamide (1015445-13-2)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol702966j

upstream raw materials:

4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-(2-propynyl)benzenesulfonamide

paracetaldehyde

formaldehyd

Downstream raw materials:

4-methyl-N-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[4-(methanesulfonyloxy)-2-butynyl]benzenesulfonamide

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