N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester

Base Information

• Chemical Name: N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester
• CAS No.: 76804-70-1
• Molecular Formula: C₂₈H₃₀Cl₅NO₈
• Molecular Weight: 685.813

Synonyms:N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester

Chemical Property of N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester

Chemical Property:

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Technology Process of N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester

There total 1 articles about N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl 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: 91.0%

Pentachlorophenol (87-86-5,67471-28-7) + N-(benzyloxycarbonyl)-γ,γ-di-tert-butyl-L-γ-carboxyglutamic acid (60686-50-2,60686-52-4) → N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester (76804-70-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 - 25 ℃;

DOI:10.1021/jo00170a015

Reference yield: 81.0%

L-arginine (74-79-3,25212-18-4) + N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester (76804-70-1) → N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamyl-L-arginine (87136-42-3)

Guidance literature:

With benzotriazol-1-ol; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/jo00170a015

Reference yield:

N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid Pentachlorophenyl Ester (76804-70-1) → γ,γ-Di-tert-butyl-L-γ-carboxyglutamyl-L-arginyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid α-Methyl Ester p-Toluenesulfonate Salt (87136-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / N-hydroxybenzotriazole / dimethylformamide / 2 h / Ambient temperature

2: N-hydroxybenzotriazole, dicyclohexylcarbodiimide / 1.) 0-4 deg C, 24h, acetonitrile, 2.) H₂O, ethyl acetate

3: Pd/C / methanol; formic acid / 1 h / Ambient temperature

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; formic acid; N,N-dimethyl-formamide;

DOI:10.1021/jo00170a015

upstream raw materials:

Pentachlorophenol

N-(benzyloxycarbonyl)-γ,γ-di-tert-butyl-L-γ-carboxyglutamic acid

Downstream raw materials:

N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamyl-L-arginine

N-Benzyloxycarbonyl-L-γ-carboxyglutamyl-L-arginyl-L-γ-carboxyglutamic Acid α-Methyl Ester Trifluoroacetate Salt

γ,γ-Di-tert-butyl-L-γ-carboxyglutamyl-L-arginyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid α-Methyl Ester p-Toluenesulfonate Salt

N-Benzyloxycarbonyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamyl-L-arginyl-γ,γ-di-tert-butyl-L-γ-carboxyglutamic Acid α-Methyl Ester Acetate Salt

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