1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

Base Information

Chemical Name:1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid
CAS No.:1159738-06-3
Molecular Formula:C₂₅H₁₈Cl₂FN₅O₄
Molecular Weight:542.353
Hs Code.:

1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

Synonyms:1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

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Chemical Property of 1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

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Technology Process of 1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

There total 11 articles about 1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid 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:

: 1159735-63-3
(R)-2-(4-cyano-phenyl)-1-(3,5-dichloro-4-fluoro-phenylcarbamoyl)-1-methyl-ethyl-ammonium toluene-4-sulfonate

: 1159738-06-3
1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4-methyl-morpholine; sodium phosphate / dimethyl sulfoxide / 6 h / 65 °C

1.2: 20 °C

2.1: tetrachloromethane; triethylamine; triphenylphosphine / acetonitrile / 2 h / 20 °C

2.2: 0 - 70 °C

3.1: N-iodo-succinimide / pyridinium p-toluenesulfonate / dichloromethane / Cooling with ice

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Sealed vessel

4.2: 20 h / 80 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 18 h / 20 °C

6.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 16 h / 20 °C

With morpholine; 4-methyl-morpholine; tetrachloromethane; N-iodo-succinimide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 3107-19-5
3,5-dichloro-4-fluoro-nitrobenzene

: 1159738-06-3
1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: ammonium formate; zinc / methanol; water / 1.33 h

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.83 h / -20 - -15 °C

2.2: -15 - 20 °C

3.1: hydrogenchloride / methanol; dichloromethane; water / 20 °C

3.2: -20 - 25 °C

4.1: toluene / 22 h / 40 - 50 °C

5.1: triethylamine / toluene / 3 h / 0 - 20 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.83 h / -20 - -5 °C / Inert atmosphere

6.2: 2.83 h / -10 - 10 °C

7.1: N-benzyl-trimethylammonium hydroxide; sodium hydroxide / tetrahydrofuran; water / 6.5 h / 0 °C

7.2: 1.5 h / 15 - 50 °C

8.1: 4-methyl-morpholine; sodium phosphate / dimethyl sulfoxide / 6 h / 65 °C

8.2: 20 °C

9.1: tetrachloromethane; triethylamine; triphenylphosphine / acetonitrile / 2 h / 20 °C

9.2: 0 - 70 °C

10.1: N-iodo-succinimide / pyridinium p-toluenesulfonate / dichloromethane / Cooling with ice

11.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Sealed vessel

11.2: 20 h / 80 °C

12.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 18 h / 20 °C

13.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 16 h / 20 °C

With morpholine; 4-methyl-morpholine; hydrogenchloride; tetrachloromethane; N-iodo-succinimide; ammonium formate; N-benzyl-trimethylammonium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium phosphate; sodium hydroxide; lithium hexamethyldisilazane; zinc; isobutyl chloroformate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 2729-34-2
3,5-dichloro-4-fluorophenylamine

: 1159738-06-3
1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-4-fluoro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.83 h / -20 - -15 °C

1.2: -15 - 20 °C

2.1: hydrogenchloride / methanol; dichloromethane; water / 20 °C

2.2: -20 - 25 °C

3.1: toluene / 22 h / 40 - 50 °C

4.1: triethylamine / toluene / 3 h / 0 - 20 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.83 h / -20 - -5 °C / Inert atmosphere

5.2: 2.83 h / -10 - 10 °C

6.1: N-benzyl-trimethylammonium hydroxide; sodium hydroxide / tetrahydrofuran; water / 6.5 h / 0 °C

6.2: 1.5 h / 15 - 50 °C

7.1: 4-methyl-morpholine; sodium phosphate / dimethyl sulfoxide / 6 h / 65 °C

7.2: 20 °C

8.1: tetrachloromethane; triethylamine; triphenylphosphine / acetonitrile / 2 h / 20 °C

8.2: 0 - 70 °C

9.1: N-iodo-succinimide / pyridinium p-toluenesulfonate / dichloromethane / Cooling with ice

10.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Sealed vessel

10.2: 20 h / 80 °C

11.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 18 h / 20 °C

12.1: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 16 h / 20 °C

With morpholine; 4-methyl-morpholine; hydrogenchloride; tetrachloromethane; N-iodo-succinimide; N-benzyl-trimethylammonium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium phosphate; sodium hydroxide; lithium hexamethyldisilazane; isobutyl chloroformate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;