(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

Base Information

Chemical Name:(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide
CAS No.:301805-13-0
Molecular Formula:C₂₇H₄₆N₂O₆SSi₂
Molecular Weight:582.909
Hs Code.:

Synonyms:(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

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Chemical Property of (-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

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Technology Process of (-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

There total 7 articles about (-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide 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:

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

: 301805-13-0
(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / Et₃N; [Pd₂(dba)3]*CHCl₃; (R,R)-N,N'-bis[2-(PPh₂)benzoyl]-1,2-diaminocyclohexane / tetrahydrofuran / -10 - 0 °C

2: acetic acid / H₂O / 80 - 100 °C

3: 85.2 mg / imidazole / dimethylformamide

With 1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; acetic acid; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 501416-20-2
N-but-3-enyl-N-(4,5-dihydroxy-cyclopent-2-enyl)-2-nitro-benzenesulfonamide

: 301805-13-0
(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 29782-85-2,30276-43-8,30276-51-8
rac-(trans)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-ol

: 301805-13-0
(-)-N-(but-3-enyl)-N-{(1R,4R,5S)-4,5-bis-(tert-butyldimethylsilanyloxy)cyclopent-2-enyl}-2-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 93 percent / Et₃N; (R,R)-1,2-cyclohexyldiamine bis(2-diphenylphosphinobenzoate) / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 18 h / 0 °C

3: aq. HOAc / 0.5 h / 80 °C

4: imidazole / dimethylformamide / 20 °C

With pyridine; 1H-imidazole; (R,R)-1,2-cyclohexyldiamine bis(2-diphenylphosphinobenzoate); acetic acid; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Substitution / 3: Hydrolysis / 4: Substitution;
DOI:10.1039/b004106h