N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester

Base Information

• Chemical Name: N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester
• CAS No.: 73983-98-9
• Molecular Formula: C₄₃H₅₆N₄O₁₀
• Molecular Weight: 788.938

Synonyms:N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester

Chemical Property of N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester

Chemical Property:

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Technology Process of N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester

There total 6 articles about N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine 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:

Boc-Glu(OBzl)-OH (13574-13-5) → N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester (73983-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / toluene

2: Et₃N / toluene; CHCl₃ / Ambient temperature

With triethylamine; In chloroform; toluene;

DOI:10.1271/bbb1961.44.93

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester (73983-98-9)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / toluene / 0.12 h / -10 °C

2: Et₃N / toluene; CHCl₃ / Ambient temperature

3: 97.4 percent / 4N aq. HCl / dioxane / 1 h / Ambient temperature

4: Et₃N / toluene; CHCl₃ / Ambient temperature

With hydrogenchloride; triethylamine; In 1,4-dioxane; chloroform; toluene;

DOI:10.1271/bbb1961.44.93

Reference yield:

(C5H9O2)(NHCHCOO)(CH2OC7H7)(CO2C2H5) → N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester (73983-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / toluene; CHCl₃ / Ambient temperature

2: 97.4 percent / 4N aq. HCl / dioxane / 1 h / Ambient temperature

3: Et₃N / toluene; CHCl₃ / Ambient temperature

With hydrogenchloride; triethylamine; In 1,4-dioxane; chloroform; toluene;

DOI:10.1271/bbb1961.44.93

upstream raw materials:

(S)-4-tert-Butoxycarbonylamino-5-ethoxycarbonyloxy-5-oxo-pentanoic acid benzyl ester

Boc-Glu(OBzl)-OH

BOC-O-benzyl-L-serine

Downstream raw materials:

N-t-Butoxycarbonyl-γ-benzyl-L-glutamyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester

N-t-Butoxycarbonyl-β-benzyl-L-aspartyl-γ-benzyl-L-glutamyl-γ-benzyl-L-glutamyl-O-benzyl-L-seryl-L-leucyl-L-alanine benzyl ester

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