N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide
CAS No.:1361582-82-2
Molecular Formula:C₂₂H₃₄BrNO₃SSi
Molecular Weight:500.572
Hs Code.:

Synonyms:N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

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Chemical Property of N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

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Technology Process of N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

There total 5 articles about N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-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: 70.0%

: 1361583-02-9
N-(3-bromobut-3-en-1-yl)-4-methylbenzenesulfonamide

: 474022-55-4
[(5-bromo-4-pentyn-1-yl)oxy](tert-butyl)dimethyl-silane

: 1361582-82-2
N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Guidance literature:: With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In toluene; at 70 ℃; for 16h;
DOI:10.1002/chem.201501710

Reference yield:

: C₁₆H₂₂BrNO₄S

: 1361582-82-2
N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

2: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 16 h / 70 °C / Inert atmosphere

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; trifluoroacetic acid; In dichloromethane; toluene; 2: Hsung's cross-coupling reaction;
DOI:10.1002/chem.201102880

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 1361582-82-2
N-(3-bromobut-3-en-1-yl)-N-(5-((tert-butyldimethylsilyl)oxy)pent-1-yn-1-yl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C

1.2: 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: 0.25 h / -78 °C

3.1: potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate / toluene / 16 h / 70 °C

With potassium phosphate; n-butyllithium; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; sodium hydride; In tetrahydrofuran; toluene; mineral oil;
DOI:10.1002/chem.201501710