(S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide

Base Information

• Chemical Name: (S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide
• CAS No.: 1398717-93-5
• Molecular Formula: C₂₈H₃₇N₅O
• Molecular Weight: 465.587

Synonyms:(S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide

Chemical Property of (S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide

Chemical Property:

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Technology Process of (S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide

There total 15 articles about (S)-D₆-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide 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: 56.0%

(S)-D6-(9H-fluoren-9-yl)methyl 1-(1-cyano-2-(4'-((4-methylpiperazin-1-yl)methyl)biphenyl-4-yl)ethylcarbamoyl)cyclohexylcarbamate (1398718-57-4) → (S)-D6-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide (1398717-93-5)

Guidance literature:

With piperidine; In dichloromethane; at 20 ℃;

Reference yield:

H-p-BrPhe-OH (24250-84-8) → (S)-D6-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide (1398717-93-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: thionyl chloride / Reflux

2.1: sodium hydrogencarbonate / acetone / 20 °C

3.1: ammonia; methanol / 0.25 h / -50 - 20 °C

4.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 3.5 h / 0 - 20 °C / Inert atmosphere

5.1: sodium carbonate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide; water / 3 h / 100 °C

6.1: formic acid / 4 h / 40 °C

7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / dichloromethane / 0.5 h / 0 °C

7.2: 12 h / 20 °C

8.1: piperidine / dichloromethane / 20 °C

With piperidine; methanol; formic acid; thionyl chloride; ammonia; sodium hydrogencarbonate; sodium carbonate; triethylamine; trifluoroacetic anhydride; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In dichloromethane; water; N,N-dimethyl-formamide; acetone;

Reference yield:

1-methyl-piperazine (109-01-3) → (S)-D6-1-amino-N-(1-cyano-2-(4'-((4-methyl-piperazin-1-yl)methyl)biphenyl-4-yl)ethyl)cyclohexanecarboxamide (1398717-93-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: sodium acetate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / Inert atmosphere; Reflux

3.1: sodium carbonate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide; water / 3 h / 100 °C

4.1: formic acid / 4 h / 40 °C

5.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / dichloromethane / 0.5 h / 0 °C

5.2: 12 h / 20 °C

6.1: piperidine / dichloromethane / 20 °C

With piperidine; formic acid; sodium acetate; sodium carbonate; potassium carbonate; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-bromomethyl-4-bromobenzene

1-methyl-piperazine

H-p-BrPhe-OH

4-bromo-N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalanine

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