dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate

Base Information

• Chemical Name: dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate
• CAS No.: 1393537-53-5
• Molecular Formula: C₅₀H₆₅FN₈O₈
• Molecular Weight: 925.113
• Mol file: 1393537-53-5.mol

Synonyms:dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate

Chemical Property of dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate

There total 20 articles about dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate 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:

(S)-2-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-((methoxycarbonyl)amino)acetic acid (1359976-83-2) + C28H31FN6*4ClH → dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate (1393537-53-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

2-methyl-2,3-dihydro-4H-pyran-4-one (19185-89-8,190912-15-3) → dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate (1393537-53-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: copper(l) iodide / diethyl ether / 0.33 h / 0 °C / Inert atmosphere

1.2: 2.17 h / 0 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; methanol / 1.17 h / 0 - 20 °C

3.1: pyridine / dichloromethane / 60 h / 20 °C

4.1: Chiralpak AD-H column / n-heptane; ethanol; carbon dioxide / Resolution of racemate

5.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 8 h / 100 °C / Inert atmosphere

6.1: hydrogenchloride / water; tetrahydrofuran / 2 h

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

With pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; copper(l) iodide; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; lithium hexamethyldisilazane; palladium 10% on activated carbon; In tetrahydrofuran; methanol; diethyl ether; ethanol; n-heptane; dichloromethane; carbon dioxide; water; N,N-dimethyl-formamide; toluene;

Reference yield:

rac-(2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate → dimethyl ((3-fluoro-4,4'-biphenyldiyl)bis(1H-imidazole-4,2-diyl((2S,5S)-5-methyl-2,1-pyrrolidinediyl)((1S)-1-((2R,6R)-2,6-dimethyltetrahydro-2H-pyran-4-yl)-2-oxo-2,1-ethanediyl)))biscarbamate (1393537-53-5)

Guidance literature:

Multi-step reaction with 6 steps

1: Chiralpak AD-H column / n-heptane; ethanol; carbon dioxide / Resolution of racemate

2: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 8 h / 100 °C / Inert atmosphere

3: hydrogenchloride / water; tetrahydrofuran / 2 h

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

5: hydrogen / palladium 10% on activated carbon / methanol

6: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

With hydrogenchloride; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; lithium hexamethyldisilazane; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; carbon dioxide; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(R)-2-methyl-2,3-dihydro-4H-pyran-4-one

(2S,5S)-5-methyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

2-methyl-2,3-dihydro-4H-pyran-4-one

(2R,6R)-2,6-dimethyldihydro-2H-pyran-4(3H)-one