N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

Base Information

• Chemical Name: N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide
• CAS No.: 819867-58-8
• Molecular Formula: C₂₀H₃₁NO₃SSi
• Molecular Weight: 393.623
• Mol file: 819867-58-8.mol

Synonyms:N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

Chemical Property of N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

There total 1 articles about N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide 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:

4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) + (E)-4-[(tert-butyldimethylsilyl)oxy]-2-buten-1-ol (91202-69-6) → N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (819867-58-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1021/ja046030+

Reference yield: 80.0%

methyl chloroformate (79-22-1) + N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (819867-58-8) → methyl 4-[[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl]-(4-methylbenzenesulfonyl)amino]but-2-ynoate (819867-59-9)

Guidance literature:

N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

methyl chloroformate; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

DOI:10.1021/ja046824o

Reference yield: 75.0%

bis(pinacol)diborane (73183-34-3) + N-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (819867-58-8) → (E)-N-(4-((tert-butyldimethylsilyl)oxy)but-2-en-1-yl)-4-methyl-N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)benzenesulfonamide

Guidance literature:

With copper(l) chloride; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In methanol; toluene; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.202107665

upstream raw materials:

4-methyl-N-prop-2-ynylbenzenesulfonamide

(E)-4-[(tert-butyldimethylsilyl)oxy]-2-buten-1-ol

Downstream raw materials:

N-[(2E)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

1-[[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl]-(4-methylbenzenesulfonyl)amino]-3-trimethylsilylprop-2-yne

methyl 4-[[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl]-(4-methylbenzenesulfonyl)amino]but-2-ynoate

N-((2E)-4-{[(1E)-buta-1,3-dien-1-yl(diisopropyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide