N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester

Base Information

• Chemical Name: N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester
• CAS No.: 89637-91-2
• Molecular Formula: C₅₃H₆₈N₁₂O₁₁
• Molecular Weight: 1049.2

Synonyms:N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester

Chemical Property of N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester

Chemical Property:

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Technology Process of N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester

There total 7 articles about N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) 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: 79.0%

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) + Nα-(tert-Butyloxycarbonyl)-Nε-10-methylpteroyl)-γ-L-glutamyl>-L-lysine Benzyl (Oα-glu) Ester (89106-06-9) → Nα-(tert-butyloxycarbonyl)-Nε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester (89637-91-2)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm00373a014

Reference yield:

1-benzyl L-glutamate (13030-09-6) → Nα-(tert-butyloxycarbonyl)-Nε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester (89637-91-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / Et₃N / benzene / Ambient temperature

2: 1.) diethyl phosphorocyanidate, Et₃N / 1.) DMF, overnight, RT, 2.) DMF, RT, 3 d

3: Et₃N / dimethylformamide / 0.33 h / Ambient temperature

4: dimethylformamide / Ambient temperature

5: 79 percent / diphenylphosphoryl azide, Et₃N / dimethylformamide / 0 - 20 °C

With diethyl cyanophosphonate; diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00373a014

Reference yield:

Boc-Lys-OH (13734-28-6) → Nα-(tert-butyloxycarbonyl)-Nε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine benzyl(α-Glu)methyl(Lys) ester (89637-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / Et₃N / benzene / Ambient temperature

2: dimethylformamide / Ambient temperature

3: 79 percent / diphenylphosphoryl azide, Et₃N / dimethylformamide / 0 - 20 °C

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00373a014

upstream raw materials:

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-γ-L-glutamyl>-L-lysine Benzyl (O^α-glu) Ester

1-benzyl L-glutamate

Boc-Lys-OH

Downstream raw materials:

N^α-(tert-butyloxycarbonyl)-N^ε-10-methylpteroyl)L-glutamyl>-γ-L-lysyl-N'-(benzyloxycarbonyl)-L-lysine

N^ε-10-methylpteroyl)-L-glutamyl>-γ-L-lysyl-L-lysine trifluoroacetate

N^ε-10-methylpteroyl)-L-glutamyl>-γ-L-lysyl-L-lysine

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