N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide
CAS No.:890122-50-6
Molecular Formula:C₁₈H₂₀BrN₃O₅S
Molecular Weight:470.344
Hs Code.:

<i>N</i>-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1<i>H</i>-4,8a-diaza-<i>as</i>-indacen-3-yl)-4-methyl-benzenesulfonamide

Synonyms:N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

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Chemical Property of N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

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Technology Process of N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

There total 6 articles about N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-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: 84.0%

: 890122-49-3
1-bromo-5-methoxy-6-(toluene-4-sulfonyl)-5a,5b,6,6a,7,7a-hexahydro-5H-5,6,7b-triaza-cyclopropa[b]-as-indacen-4-one

: 890122-50-6
N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Guidance literature:: With trifluoroacetic acid; In 1,4-dioxane; water; at 150 ℃; for 2.5h; microwave irradiation;
DOI:10.1021/ja061105q

Reference yield:

: 890122-46-0
(3aR,8bS)-8-Bromo-4-methoxy-1,3a,4,8b-tetrahydro-4,8a-diaza-as-indacen-5-one

: 890122-50-6
N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / 4 Angstroem molecular sieves / N,N'-bis(2',6'-iPr₂Ph)-c-(N-CH=CH-N)C=CuCl / benzene / 4 h / 20 °C

2: 84 percent / TFA / dioxane; H₂O / 2.5 h / 150 °C / microwave irradiation

With 4 A molecular sieve; trifluoroacetic acid; chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); In 1,4-dioxane; water; benzene;
DOI:10.1021/ja061105q

Reference yield:

: Carbonic acid (1R,4S)-4-(2-bromo-5-chlorocarbonyl-pyrrol-1-yl)-cyclopent-2-enyl ester tert-butyl ester

: 890122-50-6
N-(8-bromo-2-hydroxy-4-methoxy-5-oxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 87.7 mg / K₂CO₃ / H₂O; tetrahydrofuran; dimethylformamide / 12 h / 20 °C

2: 91.5 percent / (R,R)-1,2-bis(2'-Ph₂PPhCONH)cyclohexane; Cs₂CO₃ / Pd₂(dba)3*CHCl₃ / CH₂Cl₂ / 12 h / 20 °C

3: 52 percent / 4 Angstroem molecular sieves / N,N'-bis(2',6'-iPr₂Ph)-c-(N-CH=CH-N)C=CuCl / benzene / 4 h / 20 °C

4: 84 percent / TFA / dioxane; H₂O / 2.5 h / 150 °C / microwave irradiation

With 4 A molecular sieve; potassium carbonate; caesium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; trifluoroacetic acid; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja061105q