N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

Base Information

Chemical Name:N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide
CAS No.:165532-88-7
Molecular Formula:C₂₄H₂₄N₄O₅S
Molecular Weight:480.544
Hs Code.:

Synonyms:N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

Suppliers and Price of N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

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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-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

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Technology Process of N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

There total 7 articles about N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide 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: 85.0%

: 165532-87-6
N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-N-methyl-3-oxobutyramide

: 165532-88-7
N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

Guidance literature:: With triethylamine; Methanesulfonyl azide; In acetonitrile; Ambient temperature;
DOI:10.1021/jo00102a037

Reference yield:

: 40899-71-6
1-benzenesulfonylindole

: 165532-88-7
N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / n-BuLi / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) r.t., overnight

2: 100 percent / dimethylsulfoxide / 12 h / 80 °C

3: aq. KOH / ethanol / 12 h / Heating

4: 1.) 1,1'-carbonyldiimidazole / 1.) THF, 4 h, 2.) H₂O, 4 h

5: 53 percent / 50percent aq. NaOH, n-Bu₄NHSO₄ / benzene / 1.) 30 min, 2.) overnight

6: 54 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 60 min, 2.) -78 deg C to r.t., 60 min

7: 85 percent / MsN₃, Et₃N / acetonitrile / Ambient temperature

With potassium hydroxide; sodium hydroxide; n-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; Methanesulfonyl azide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide; acetonitrile; benzene;
DOI:10.1021/jo00102a037

Reference yield:

: 52851-01-1
methyl 1H-indole-2-pentanoic acid

: 165532-88-7
N-<5-(1-Benzenesulfonyl-1H-indol-2-yl)pentanoyl>-2-diazo-N-methyl-3-oxobutyramide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 1,1'-carbonyldiimidazole / 1.) THF, 4 h, 2.) H₂O, 4 h

2: 53 percent / 50percent aq. NaOH, n-Bu₄NHSO₄ / benzene / 1.) 30 min, 2.) overnight

3: 54 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 60 min, 2.) -78 deg C to r.t., 60 min

4: 85 percent / MsN₃, Et₃N / acetonitrile / Ambient temperature

With sodium hydroxide; n-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; Methanesulfonyl azide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; hexane; acetonitrile; benzene;
DOI:10.1021/jo00102a037