N-(8-bromo-4-methoxy-2,5-dioxo-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-4-methoxy-2,5-dioxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide
CAS No.:890122-51-7
Molecular Formula:C₁₈H₁₈BrN₃O₅S
Molecular Weight:468.328
Hs Code.:

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

There total 7 articles about N-(8-bromo-4-methoxy-2,5-dioxo-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: 91.0%

: 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

: 890122-51-7
N-(8-bromo-4-methoxy-2,5-dioxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Guidance literature:: With In(OSO₂CF₃)3; In dimethyl sulfoxide; at 80 ℃; for 6h;
DOI:10.1021/ja061105q

Reference yield: 80.0%

: 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

: 890122-51-7
N-(8-bromo-4-methoxy-2,5-dioxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja061105q

Reference yield:

: 890122-54-0
5-bromo-1-(4-tert-butoxycarbonyloxy-cyclopent-2-enyl)-1H-pyrrole-2-carboxylic acid

: 890122-51-7
N-(8-bromo-4-methoxy-2,5-dioxo-2,3,3a,4,5,8b-hexahydro-1H-4,8a-diaza-as-indacen-3-yl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2 / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

2: 87.7 mg / K₂CO₃ / H₂O; tetrahydrofuran; dimethylformamide / 12 h / 20 °C

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

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

5: 84 percent / TFA / dioxane; H₂O / 2.5 h / 150 °C / microwave irradiation

6: 80 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.5 h / 20 °C

With oxalyl dichloride; 4 A molecular sieve; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; Dess-Martin periodane; (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; 6: Dess-Martin oxidation;
DOI:10.1021/ja061105q