2-Azabicyclo[2.2.2]octane, 2-[2-[2-(3,5-dimethylphenyl)-3-[(1S)-2-[[(2,4-dinitrophenyl)sulfonyl]amino ]-1-methylethyl]-1H-indol-5-yl]-2-methyl-1-oxopropyl]-

Base Information

• Chemical Name: 2-Azabicyclo[2.2.2]octane, 2-[2-[2-(3,5-dimethylphenyl)-3-[(1S)-2-[[(2,4-dinitrophenyl)sulfonyl]amino ]-1-methylethyl]-1H-indol-5-yl]-2-methyl-1-oxopropyl]-
• CAS No.: 380227-90-7
• Molecular Formula: C₃₆H₄₁N₅O₇S
• Molecular Weight: 687.817
• Mol file: 380227-90-7.mol

Synonyms:

Chemical Property of 2-Azabicyclo[2.2.2]octane, 2-[2-[2-(3,5-dimethylphenyl)-3-[(1S)-2-[[(2,4-dinitrophenyl)sulfonyl]amino ]-1-methylethyl]-1H-indol-5-yl]-2-methyl-1-oxopropyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Azabicyclo[2.2.2]octane, 2-[2-[2-(3,5-dimethylphenyl)-3-[(1S)-2-[[(2,4-dinitrophenyl)sulfonyl]amino ]-1-methylethyl]-1H-indol-5-yl]-2-methyl-1-oxopropyl]-

There total 5 articles about 2-Azabicyclo[2.2.2]octane, 2-[2-[2-(3,5-dimethylphenyl)-3-[(1S)-2-[[(2,4-dinitrophenyl)sulfonyl]amino ]-1-methylethyl]-1H-indol-5-yl]-2-methyl-1-oxopropyl]- 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:

2,4-dinitrobenzenesulfonyl chloride (1656-44-6) + (S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1-(2-aza-bicyclo[2.2.2]oct-2-yl)-2-methylpropan-1-one (223684-20-6) → N-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propyl}-2,4-dinitro-benzenesulfonamide (380227-90-7)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/S0960-894X(01)00512-1

Reference yield:

(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester (217192-27-3) → N-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propyl}-2,4-dinitro-benzenesulfonamide (380227-90-7)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. K₂CO₃ / tetrahydrofuran

2: aq. KOH / methanol / Heating

3: PyBOP; Et₃N / CH₂Cl₂

4: TFA; anisole / CH₂Cl₂

5: satd. aq. NaHCO₃ / CH₂Cl₂

With potassium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; potassium carbonate; methoxybenzene; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 5: Schotten-Baumann reaction;

DOI:10.1016/S0960-894X(01)00512-1

Reference yield:

(S)-2-[3-(2-tert-butoxycarbonylamino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid (217192-29-5) → N-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propyl}-2,4-dinitro-benzenesulfonamide (380227-90-7)

Guidance literature:

Multi-step reaction with 3 steps

1: PyBOP; Et₃N / CH₂Cl₂

2: TFA; anisole / CH₂Cl₂

3: satd. aq. NaHCO₃ / CH₂Cl₂

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; methoxybenzene; triethylamine; trifluoroacetic acid; In dichloromethane; 3: Schotten-Baumann reaction;

DOI:10.1016/S0960-894X(01)00512-1

upstream raw materials:

2,4-dinitrobenzenesulfonyl chloride

(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1-(2-aza-bicyclo[2.2.2]oct-2-yl)-2-methylpropan-1-one

(S)-2-[3-(2-amino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid ethyl ester

(S)-2-[3-(2-tert-butoxycarbonylamino-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-2-methylpropionic acid

Downstream raw materials:

5-(2-{2-[5-[2-(2-aza-bicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxo-ethyl]-2-(3,5-dimethyl-phenyl)-1H-indol-3-yl]-propylamino}-ethyl)-1-methoxymethyl-1H-pyridin-2-one

(2S)-2-[5-[2-(2-azabicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxoethyl]-2-(3,5-dimethylphenyl)-1H-indol-3-yl]-N-(2-pyridin-4-ylethyl)propan-1-amine