(S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

Base Information

Chemical Name:(S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide
CAS No.:404888-95-5
Molecular Formula:C₂₇H₂₀Br₂N₆O₄S
Molecular Weight:684.368
Hs Code.:

Synonyms:(S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

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Chemical Property of (S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

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Technology Process of (S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

There total 8 articles about (S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide 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:

: 354538-27-5
6-bromo-1-tosyl-3-vinyl-1H-indole

: 404888-95-5
(S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O

2: 75 percent / CH₂Cl₂ / 6 h / Heating

3: 80 percent / NaN₃ / dimethylformamide / 12 h / 80 °C

4: SnCl₂*2H₂O / methanol / 20 h / 30 °C

5: 600 mg / Et₃N / CH₂Cl₂ / 3 h / 20 °C

6: 83 percent / diphenylphosphoryl azide; DEAD; PPh₃ / tetrahydrofuran / -20 - 20 °C

7: CF₃COOH / CH₂Cl₂ / 20 °C

8: 490 mg / Et₃N / dimethylformamide / 4 h

With sodium azide; AD-mix-β; diphenylphosphoranyl azide; triethylamine; triphenylphosphine; trifluoroacetic acid; tin(ll) chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Sharpless dihydroxylation / 6: Mitsunobu reaction;
DOI:10.1021/jo0108109

Reference yield:

: 404888-82-0
(R)-1-(N-tosyl-6-bromoindol-3-yl)-1,2-ethanediol

: 404888-95-5
(S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / CH₂Cl₂ / 6 h / Heating

2: 80 percent / NaN₃ / dimethylformamide / 12 h / 80 °C

3: SnCl₂*2H₂O / methanol / 20 h / 30 °C

4: 600 mg / Et₃N / CH₂Cl₂ / 3 h / 20 °C

5: 83 percent / diphenylphosphoryl azide; DEAD; PPh₃ / tetrahydrofuran / -20 - 20 °C

6: CF₃COOH / CH₂Cl₂ / 20 °C

7: 490 mg / Et₃N / dimethylformamide / 4 h

With sodium azide; diphenylphosphoranyl azide; triethylamine; triphenylphosphine; trifluoroacetic acid; tin(ll) chloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5: Mitsunobu reaction;
DOI:10.1021/jo0108109

Reference yield:

: 2-amino-1-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethanol

: 404888-95-5
(S)-N-[2-azido-2-(N-tosyl-6-bromo-indol-3-yl)ethyl]-2-(6-bromo-1H-indol-3-yl)-2-oxoacetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 600 mg / Et₃N / CH₂Cl₂ / 3 h / 20 °C

2: 83 percent / diphenylphosphoryl azide; DEAD; PPh₃ / tetrahydrofuran / -20 - 20 °C

3: CF₃COOH / CH₂Cl₂ / 20 °C

4: 490 mg / Et₃N / dimethylformamide / 4 h

With diphenylphosphoranyl azide; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/jo0108109