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

Base Information

• Chemical Name: 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
• CAS No.: 774241-90-6
• Molecular Formula: C₂₄H₃₅NO₃SSi
• Molecular Weight: 445.698
• Mol file: 774241-90-6.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 4 articles about 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 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:

N-[(2E)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (463963-14-6) + (1E)-buta-1,3-dien-1-yl(diisopropyl)silane bromide → 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 (774241-90-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/ja046030+

Reference yield:

4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) → 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 (774241-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 6 h / 0 - 20 °C

2: tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

3: Et₃N / CH₂Cl₂ / 20 °C

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1021/ja046030+

Reference yield:

(1E)-buta-1,3-dien-1-yl(diisopropyl)silane (774241-79-1) → 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 (774241-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide / CH₂Cl₂ / 0.17 h / 20 °C

2: Et₃N / CH₂Cl₂ / 20 °C

With N-Bromosuccinimide; triethylamine; In dichloromethane;

DOI:10.1021/ja046030+

upstream raw materials:

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

4-methyl-N-prop-2-ynylbenzenesulfonamide

(1E)-buta-1,3-dien-1-yl(diisopropyl)silane

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