N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

Base Information

Chemical Name:N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide
CAS No.:317809-48-6
Molecular Formula:C₁₅H₁₈N₂O₅S
Molecular Weight:338.384
Hs Code.:

Synonyms:N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

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Technology Process of N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

There total 1 articles about N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide 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: 83.0%

: 90870-33-0
N-(2-nitrobenzenesulfonyl)-N-(but-3-enyl)amine

: 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

: 317809-48-6
N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

Guidance literature:: N-(2-nitrobenzenesulfonyl)-N-(but-3-enyl)amine; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate; With triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; for 15h; Further stages.;
DOI:10.1021/ol000188r

Reference yield: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 317809-48-6
N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

: 317809-49-7
N-but-3-enyl-N-[(1R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-cyclopent-2-enyl]-2-nitro-benzenesulfonamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1021/ol000188r

Reference yield:

: 317809-48-6
N-but-3-enyl-N-((1R,4S)-4-hydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

: 317809-52-2
(2R,3R,4S)-2-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-3,4-dihydroxy-butyl]-1-(benzyloxycarbonyl)-3,4-dihydroxy-piperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 15 h / 20 °C

2: 95 percent / CH₂=CH₂ / PhCH=RuCl₂(PCy₃)2 / CH₂Cl₂ / 24 h / 20 °C

3: K₂CO₃; PhSH / dimethylformamide / 7 h / 20 - 45 °C

4: 642 mg / dimethylformamide / 20 °C

5: OsO₄; NMO / acetone; H₂O / 0 - 20 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; ethene; potassium carbonate; thiophenol; Grubbs catalyst first generation; In dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: silylation / 2: Rearrangement / 3: Hydrolysis / 4: Acylation / 5: hydroxylation;
DOI:10.1021/ol000188r