{3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester
• CAS No.: 910568-09-1
• Molecular Formula: C₄₅H₅₂FN₇O₈
• Molecular Weight: 837.948

Synonyms:

Chemical Property of {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester

There total 8 articles about {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl 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:

(S)-5-Benzyloxycarbonylamino-2-(2-nitro-benzenesulfonylamino)-pentanoic acid (910567-85-0) → {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester (910568-09-1)

Guidance literature:

Multi-step reaction with 6 steps

1: EDCI; NMM; HOBt / dimethylformamide

2: K₂CO₃ / dimethylformamide / 75 °C

3: 4-mercaptophenol; K₂CO₃ / acetonitrile

4: EDCI; NMM; HOBt

5: CF₃CO₂H / CH₂Cl₂

6: EDCI; NMM; HOBt / dimethylformamide

With 4-methyl-morpholine; 4-sulfanylphenol; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2006.05.087

Reference yield:

{3-[(S)-4-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester (910567-88-3) → {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester (910568-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: EDCI; NMM; HOBt

2: CF₃CO₂H / CH₂Cl₂

3: EDCI; NMM; HOBt / dimethylformamide

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.05.087

Reference yield:

[(S)-4-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethylcarbamoyl)-4-(2-nitro-benzenesulfonylamino)-butyl]-carbamic acid benzyl ester → {3-[(S)-1-[(R)-2-((S)-2-Acetylamino-4-carbamoyl-butyrylamino)-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester (910568-09-1)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃ / dimethylformamide / 75 °C

2: 4-mercaptophenol; K₂CO₃ / acetonitrile

3: EDCI; NMM; HOBt

4: CF₃CO₂H / CH₂Cl₂

5: EDCI; NMM; HOBt / dimethylformamide

With 4-methyl-morpholine; 4-sulfanylphenol; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2006.05.087

upstream raw materials:

{3-[(S)-1-[(R)-2-Amino-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester

N-acetyl-L-glutamine

(S)-5-Benzyloxycarbonylamino-2-(2-nitro-benzenesulfonylamino)-pentanoic acid

{3-[(S)-4-((S)-1-Methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester

Downstream raw materials:

(S)-2-Acetylamino-pentanedioic acid 5-amide 1-{[(R)-2-[(S)-2-(3-amino-propyl)-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-1-yl]-1-(4-fluoro-benzyl)-2-oxo-ethyl]-amide}

C₄₈H₆₄FN₉O₁₀

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