(6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid phenylmethyl ester

Base Information

• Chemical Name: (6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid phenylmethyl ester
• CAS No.: 1256388-49-4
• Molecular Formula: C30H24BrF2N3O2
• Molecular Weight: 576.44
• Mol file: 1256388-49-4.mol

Synonyms:(6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid phenylmethyl ester

Chemical Property of (6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid phenylmethyl ester

Chemical Property:

• PSA: 58.22000
• LogP: 7.76140

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid phenylmethyl ester

There total 4 articles about (6S)-6-[5-(7-Bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]heptane-5-carboxylic acid phenylmethyl ester 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: 98.0%

5-aza-spiro[2.4]heptane-5,6-dicarboxylic acid 5-benzyl ester 6-[2-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-2-oxo-ethyl] ester (1256388-48-3) → 6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester (1256388-49-4)

Guidance literature:

With ammonium acetate; In 2-methoxy-ethanol; toluene; at 90 ℃; for 5h;

Reference yield:

2,7-dibromo-9,9-difluoro-9H-fluorene (1229603-71-7) → 6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester (1256388-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2.33 h / 85 °C / Inert atmosphere

1.2: 3 h / 20 °C

1.3: 14 h / 20 °C

2.1: ammonium acetate / m-xylene / 1 h / 140 °C / Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; In 1,4-dioxane; m-xylene;

Reference yield:

2,7-dibromofluorene-9-one (14348-75-5) → 6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carboxylic acid benzyl ester (1256388-49-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / ethanol / 24 h / 20 - 90 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2.33 h / 85 °C / Inert atmosphere

2.2: 3 h / 20 °C

2.3: 14 h / 20 °C

3.1: ammonium acetate / m-xylene / 1 h / 140 °C / Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium acetate; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In 1,4-dioxane; ethanol; m-xylene;

upstream raw materials:

2,7-dibromo-9,9-difluoro-9H-fluorene

2,7-dibromofluorene-9-one

5-aza-spiro[2.4]heptane-5,6-dicarboxylic acid 5-benzyl ester 6-[2-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-2-oxo-ethyl] ester

1-(7-bromo-9,9-difluoro-9-hydrofluoren-2-yl)-2-chloroethanone

Downstream raw materials:

(1-{6-[5-(7-bromo-9,9-difluoro-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-aza-spiro[2.4]heptane-5-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate

3-[6-(9,9-difluoro-7-{2-[5-(2-methoxycarbonylamino-3-methyl-butyryl)-5-aza-spiro[2.4]hept-6-yl]-3H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzoimidazol-2-yl]-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "METHODS FOR TREATING HCV". . . Retrieved 2013/10/22.