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

Base Information

• Chemical Name: (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromopheno
• CAS No.: 1585969-24-9
• Molecular Formula: C14H12Br3NO
• Molecular Weight: 449.967
• Mol file: 1585969-24-9.mol

Synonyms:(R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromopheno;Phenol, 2-[(1R)-1-amino-2-(2,5-dibromophenyl)ethyl]-5-bromo-;2-[(1R)-1-Amino-2-(2,5-dibromophenyl)ethyl]-5-bromophenol

Chemical Property of (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromopheno

Chemical Property:

• Boiling Point: 494.6±40.0 °C(Predicted)
• PKA: 8.17±0.40(Predicted)
• PSA: 46.25000
• Density: 1.919±0.06 g/cm3(Predicted)
• LogP: 5.62250

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromopheno

There total 15 articles about (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromopheno 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: 93.0%

5-bromo-2-(2-(2,5-dibromophenyl)-1-iminoethyl)phenol (1585969-22-7) → (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol (1585969-24-9)

Guidance literature:

With sodium tetrahydroborate; methyl bisulfate; (R)-α,α-diphenylprolinol; In 1,2-dimethoxyethane; at -20 - 0 ℃; for 16h; Reagent/catalyst; Solvent;

DOI:10.1134/S107036322105025X

Reference yield: 93.0%

5-bromo-2-(2-(2,5-dibromophenyl)-1-iminoethyl)phenol (1585969-22-7) → (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol (1585969-24-9) + (S)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol

Guidance literature:

With sodium tetrahydroborate; methyl bisulfate; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In 1,2-dimethoxyethane; at -20 - 0 ℃; for 16h; Reagent/catalyst; Solvent;

DOI:10.1134/S107036322105025X

Reference yield:

3-bromophenyl 2-(2,5-dibromophenyl)acetate (1403991-82-1) → (R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol (1585969-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Methanesulfonic anhydride; methanesulfonic acid / 65 °C / Inert atmosphere

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

3: 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

With methanesulfonic acid; N-[(1R,2R)-1,2-diphenyl-2-(3-phenylpropylamino)ethyl]-4-methylbenzene sulfonamide ammonium chloride ruthenium; ammonia; ammonium formate; Methanesulfonic anhydride; In methanol; dichloromethane; 1: |Fries Phenol Ester Rearrangement;

DOI:10.1021/ol500971c

upstream raw materials:

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

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

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

3-bromophenyl 2-(2,5-dibromophenyl)acetate

Downstream raw materials:

(R)-5-bromo-2-(5-bromoindolin-2-yl)phenol

(6S,12aR)-3,10-dibromo-6-phenyl-12,12a-dihydro-6H-benzo-[5,6][1,3]oxazino[3,4-a]indole

(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

Refernces

• 1、 -. "Hepatitis C virus inhibitor and application thereof". Paragraph 0239-0242; 0249; 0250. . Retrieved 2018/01/13.
• 2、 -. "PROCESS FOR PREPARING TETRACYCLIC HETEROCYCLE COMPOUNDS". Page/Page column 30; 31. . Retrieved 2015/05/19.