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

Base Information

• Chemical Name: 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
• CAS No.: 1256388-48-3
• Molecular Formula: C₃₀H₂₄BrF₂NO₅
• Molecular Weight: 596.425
• Mol file: 1256388-48-3.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 9 articles about 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 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: 100.0%

(S)-5-((benzyloxy)carbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid (1256388-47-2) + 1-(7-bromo-9,9-difluoro-9-hydrofluoren-2-yl)-2-chloroethanone (1378387-81-5) → 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)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 70 ℃; for 5h;

Reference yield:

2,7-dibromo-9,9-difluoro-9H-fluorene (1229603-71-7) + (S)-5-((benzyloxy)carbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid (1256388-47-2) + tributyl(1-ethoxyvinyl)stannane (97674-02-7) → 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)

Guidance literature:

2,7-dibromo-9,9-difluoro-9H-fluorene; tributyl(1-ethoxyvinyl)stannane; With bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenyl-arsane; In 1,4-dioxane; at 85 ℃; for 2.33333h; Inert atmosphere;

With N-Bromosuccinimide; In 1,4-dioxane; water; at 20 ℃; for 3h;

(S)-5-((benzyloxy)carbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 14h;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 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)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 4-methyl-morpholine / dichloromethane / 0.5 h / 0 - 20 °C

2.1: diethylzinc; trifluoroacetic acid / dichloromethane; hexane / 0 °C / Sealed tube

2.2: 110 h / 20 °C

3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 3 h / 20 °C

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

4.2: 3 h / 20 °C

4.3: 14 h / 20 °C

With 4-methyl-morpholine; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; diethylzinc; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane;

upstream raw materials:

(S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid

benzyl chloroformate

(S)-N-benzyloxycarbonyl-5-azaspiro[2.4]heptane-6-carboxylic acid methyl ester

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

Downstream raw materials:

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

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

(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