Phenol, 5-bromo-2-[(2R)-5-bromo-2,3-dihydro-1H-indol-2-yl]-

Base Information

• Chemical Name: Phenol, 5-bromo-2-[(2R)-5-bromo-2,3-dihydro-1H-indol-2-yl]-
• CAS No.: 1585969-17-0
• Molecular Formula: C₁₄H₁₁Br₂NO
• Molecular Weight: 369.055
• Mol file: 1585969-17-0.mol

Synonyms:Phenol, 5-bromo-2-[(2R)-5-bromo-2,3-dihydro-1H-indol-2-yl]-

Chemical Property of Phenol, 5-bromo-2-[(2R)-5-bromo-2,3-dihydro-1H-indol-2-yl]-

Chemical Property:

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phenol, 5-bromo-2-[(2R)-5-bromo-2,3-dihydro-1H-indol-2-yl]-

There total 7 articles about Phenol, 5-bromo-2-[(2R)-5-bromo-2,3-dihydro-1H-indol-2-yl]- 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%

(R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol (1585969-24-9) → (R)-5-bromo-2-(5-bromoindolin-2-yl)phenol (1585969-17-0,1954693-13-0)

Guidance literature:

With copper(l) iodide; caesium carbonate; In N,N-dimethyl-formamide; at 45 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol500971c

Reference yield:

1-(4-bromo-2-hydroxyphenyl)-2-(2,5-dibromophenyl)ethanone (1403991-85-4) → (R)-5-bromo-2-(5-bromoindolin-2-yl)phenol (1585969-17-0,1954693-13-0)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / methanol / 20 h / 20 °C / Inert atmosphere

2: N-[(1R,2R)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; ammonium formate / dichloromethane / 24 h / 70 °C / 2016.93 Torr / Inert atmosphere

3: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 1 h / 45 °C / Inert atmosphere

With copper(l) iodide; N-[(1R,2R)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; ammonia; ammonium formate; caesium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol500971c

Reference yield:

5-bromo-2-(2-(2,5-dibromophenyl)-1-iminoethyl)phenol (1585969-22-7) → (R)-5-bromo-2-(5-bromoindolin-2-yl)phenol (1585969-17-0,1954693-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-[(1R,2R)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; ammonium formate / dichloromethane / 24 h / 70 °C / 2016.93 Torr / Inert atmosphere

2: copper(l) iodide; caesium carbonate / N,N-dimethyl-formamide / 1 h / 45 °C / Inert atmosphere

With copper(l) iodide; N-[(1R,2R)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; ammonium formate; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol500971c

upstream raw materials:

5-bromo-2-(2-(2,5-dibromophenyl)-1-iminoethyl)phenol

(R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol

2-(2,5-dibromophenyl)-acetic acid

(2,5-dibromo-phenyl)-acetyl chloride

Downstream raw materials:

(S)-3,10-dibromo-6-phenyl-6H-benzo[5,6][1,3]oxazino[3,4-a]-indole

(2S,2'S)-di-tert-butyl 2,2'-(5,5'-((S)-6-phenyl-6H-benzo[5,6][1,3]oxazino[3,4-a]indole-3,10-diyl)bis(1H-imidazole-5,2-diyl))bis(pyrrolidine-1-carboxylate) 4-nitrobenzoic acid

6-phenyl-3,10-bis(2-((S)-pyrrolidin-2-yl)-1H-imidazol-5-yl)-6H-benzo[5,6][1,3]oxazino[3,4-a]indole

N,N'-[[(6S)-6-phenyl-6H-indolo[1,2-c][1,3]benzoxazine-3,10-diyl]bis[1H-imidazole-5,2-diyl-(2S)-2,1-pyrrolidinediyl-[(1S)-1-(1-methylethyl)-2-oxo-2,1-ethanediyl]]]bis[carbamic acid] C,C'-dimethyl ester