(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Base Information

Chemical Name:(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine
CAS No.:354538-36-6
Molecular Formula:C₂₂H₂₄BrN₅O₄S
Molecular Weight:534.434
Hs Code.:

Synonyms:(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Suppliers and Price of (1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

There total 18 articles about (1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine 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: 88.0%

: 354538-35-5
(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-[(4-methylphenylsulfonyl)oxy]ethylamine

: 354538-36-6
(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 12h;
DOI:10.1021/jo010265b

Reference yield:

: 17826-04-9
6-bromo-1H-indole-3-carbaldehyde

: 354538-36-6
(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / K₂CO₃ / butan-2-one / 3 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

2.2: 90 percent / tetrahydrofuran / 0.33 h / 0 °C

3.1: 92 percent / AD-mix-α / H2O; 2-methyl-propan-2-ol / 13 h / 0 - 20 °C

4.1: 94 percent / imidazole / CH₂Cl₂ / 12.5 h / 0 - 20 °C

5.1: 87 percent / Ph₃P; diethyl azodicarboxylate; diphenylphosphoryl azide / tetrahydrofuran; toluene / -20 - 20 °C

6.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

7.1: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

8.1: Et₃N / CH₂Cl₂ / 4 h / 0 °C

9.1: 335 mg / Et₃N; DMAP / CH₂Cl₂ / 5 h / 20 °C

10.1: 88 percent / NaN₃ / dimethylformamide / 12 h / 80 °C

With 1H-imidazole; dmap; AD-mix-α; lithium aluminium tetrahydride; n-butyllithium; sodium azide; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; butanone; tert-butyl alcohol; 2.2: Wittig olefination / 3.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/jo010265b

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 354538-36-6
(1R)-N-(tert-butyloxycarbonyl)-1-(N-tosyl-6-bromoindol-3-yl)-2-azidoethylamine

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / K₂CO₃ / butan-2-one / 3 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / 0 °C

2.2: 90 percent / tetrahydrofuran / 0.33 h / 0 °C

3.1: 92 percent / AD-mix-α / H2O; 2-methyl-propan-2-ol / 13 h / 0 - 20 °C

4.1: 94 percent / imidazole / CH₂Cl₂ / 12.5 h / 0 - 20 °C

5.1: 87 percent / Ph₃P; diethyl azodicarboxylate; diphenylphosphoryl azide / tetrahydrofuran; toluene / -20 - 20 °C

6.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

7.1: LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

8.1: Et₃N / CH₂Cl₂ / 4 h / 0 °C

9.1: 335 mg / Et₃N; DMAP / CH₂Cl₂ / 5 h / 20 °C

10.1: 88 percent / NaN₃ / dimethylformamide / 12 h / 80 °C

With 1H-imidazole; dmap; AD-mix-α; lithium aluminium tetrahydride; n-butyllithium; sodium azide; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; butanone; tert-butyl alcohol; 2.2: Wittig olefination / 3.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/jo010265b