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

Base Information

• Chemical Name: N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide
• CAS No.: 774242-01-2
• Molecular Formula: C₁₄H₁₇NO₃S
• Molecular Weight: 279.36

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

Chemical Property of N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

Chemical Property:

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Technology Process of N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide

There total 3 articles about N-[(2Z)-4-hydroxybut-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: 99.0%

N-((2Z)-4-{[tert-butyl(dimethyl)silyl]oxy}but-2-en-1-yl)-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (774241-78-0) → N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (774242-01-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja046030+

Reference yield:

4-methyl-N-prop-2-ynylbenzenesulfonamide (55022-46-3) → N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (774242-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 6 h / 0 - 20 °C

2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

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

DOI:10.1021/ja046030+

Reference yield:

N-(4-acetoxybut-2-enyl)-N-(prop-2-ynyl)-p-toluenesulfonamide (127451-46-1) → N-[(2Z)-4-hydroxybut-2-en-1-yl]-4-methyl-N-prop-2-yn-1-ylbenzenesulfonamide (774242-01-2)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja2109097

upstream raw materials:

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

4-methyl-N-prop-2-ynylbenzenesulfonamide

N-(4-acetoxybut-2-enyl)-N-(prop-2-ynyl)-p-toluenesulfonamide

Downstream raw materials:

C₁₄H₁₇NO₃S

C₁₄H₁₇NO₃S

C₁₄H₁₇NO₃S

(E)-6-(N-(prop-2-ynyl)-N-tosylamino)hex-4-en-1-yn-3-yl pivalate

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