N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide
• CAS No.: 1414368-12-9
• Molecular Formula: C₂₀H₂₅NO₃S
• Molecular Weight: 359.489

Synonyms:N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide

Chemical Property of N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

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Technology Process of N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide

There total 1 articles about N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-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: 71.0%

1-methyl-1-cyclopentanecarbaldehyde (6140-63-2) + 4-methyl-N,N-diprop-2-ynylbenzenesulfonamide (18773-54-1) → N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide (1414368-12-9)

Guidance literature:

4-methyl-N,N-diprop-2-ynylbenzenesulfonamide; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

1-methyl-1-cyclopentanecarbaldehyde; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ja309830p

Reference yield:

N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide (1414368-12-9) + benzenesulfenyl chloride (931-59-9) → C26H29NO3S2 (1414368-23-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja309830p

Reference yield:

N-[4-hydroxy-4-(1-methylcyclopentyl)but-2-ynyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide (1414368-12-9) → N-[4-(1-methylcyclopentyl)-2-phenylsulfonylbuta-2,3-dienyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide (1414368-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja309830p

upstream raw materials:

1-methyl-1-cyclopentanecarbaldehyde

4-methyl-N,N-diprop-2-ynylbenzenesulfonamide

Downstream raw materials:

N-[4-(1-methylcyclopentyl)-2-phenylsulfonylbuta-2,3-dienyl]-N-(prop-2-ynyl)-4-methylbenzenesulfonamide

(2Z,8Z)-3-methyl-N-(4-methylbenzenesulfonyl)-13-phenylsulfonyl-11-azabicyclo[7.4.0]trideca-1⁽¹³⁾,2,8-triene

N-(4-methylbenzenesulfonyl)-3-methylene-1-phenylsulfonyl-2-{spiro[2.4]hept-1-yl}-5-azacyclohex-1-ene

C₂₆H₂₉NO₃S₂

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