[(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 1026355-31-6
• Molecular Formula: C₂₀H₂₉N₅O₄
• Molecular Weight: 403.481

Synonyms:[(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

There total 4 articles about [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl 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:

N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucine hydrazide (74193-69-4) → [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1026355-31-6)

Guidance literature:

With hydrogenchloride; tert.-butylnitrite; In N,N-dimethyl-formamide; at -15 ℃; for 0.5h;

DOI:10.1021/ja00530a017

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1026355-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) N-methylmorpholine, 2.) 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / 1.) DMF, 2.) DMF, acetonitrile, 4 deg C, 2 d

2: 72 percent / hydrazine monohydrate / methanol / 120 h / Ambient temperature

3: tert-butyl nitrite, hydrochloric acid / dimethylformamide / 0.5 h / -15 °C

With 4-methyl-morpholine; hydrogenchloride; tert.-butylnitrite; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00530a017

Reference yield:

N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucine benzyl ester (74193-68-3) → [(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1026355-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / hydrazine monohydrate / methanol / 120 h / Ambient temperature

2: tert-butyl nitrite, hydrochloric acid / dimethylformamide / 0.5 h / -15 °C

With hydrogenchloride; tert.-butylnitrite; hydrazine hydrate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00530a017

upstream raw materials:

N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucine hydrazide

N-tert-butoxycarbonyl-L-phenylalanine

N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucine benzyl ester

Downstream raw materials:

N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamyl-γ-tert-butyl-L-glutamyl-L-leucine methyl ester

N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamyl-L-leucine methyl ester

L-phenylalanyl-L-leucyl-L-γ-carboxyglutamyl-L-glutamyl-L-leucine methyl ester trifluoroacetate salt

L-phenylalanyl-L-leucyl-L-γ-carboxyglutamyl-L-γ-carboxyglutamyl-L-leucine methyl ester trifluoroacetate salt

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