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

Base Information

• Chemical Name: N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Benzyl (O^α-glu) Ester
• CAS No.: 89106-08-1
• Molecular Formula: C₅₂H₆₆N₁₂O₁₁
• Molecular Weight: 1035.17

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

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

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

There total 6 articles about N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Benzyl (O^α-glu) 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: 42.0%

Nα-(tert-Butyloxycarbonyl)-Nε-10-methylpteroyl)-γ-L-glutamyl>-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysine Benzyl (Oα-glu) 2-(Trimethylsilyl)ethyl (Olys) Ester (89106-07-0) → Nα-(tert-Butyloxycarbonyl)-Nε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysine Benzyl (Oα-glu) Ester (89106-08-1)

Guidance literature:

With potassium fluoride; tetrabutyl-ammonium chloride; In N,N-dimethyl-formamide; at 50 - 55 ℃; for 72h;

DOI:10.1021/jo00181a043

Reference yield:

C17H38N2O4Si2 (89106-11-6) → Nα-(tert-Butyloxycarbonyl)-Nε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysine Benzyl (Oα-glu) Ester (89106-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / Et₃N, i-BuOCOCl / dimethylformamide / Ambient temperature

2: 75 percent / DPPA, Et₃N / dimethylformamide / 1) 0 deg C, 3 h, 2) room temperature

3: 42 percent / Tetrabutylammonium chloride, KF*2H₂O / dimethylformamide / 72 h / 50 - 55 °C

With potassium fluoride; diphenyl-phosphinic acid; tetrabutyl-ammonium chloride; triethylamine; isobutyl chloroformate; In N,N-dimethyl-formamide;

DOI:10.1021/jo00181a043

Reference yield:

α-benzyl-N,Oγ-bis(trimethylsilyl)-L-glutamate (89106-10-5) → Nα-(tert-Butyloxycarbonyl)-Nε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysine Benzyl (Oα-glu) Ester (89106-08-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / DEPC, Et₃N / dimethylformamide / 72 h / Ambient temperature

2: 52 percent / Et₃N, i-BuOCOCl / dimethylformamide / Ambient temperature

3: 75 percent / DPPA, Et₃N / dimethylformamide / 1) 0 deg C, 3 h, 2) room temperature

4: 42 percent / Tetrabutylammonium chloride, KF*2H₂O / dimethylformamide / 72 h / 50 - 55 °C

With potassium fluoride; diphenyl-phosphinic acid; tetrabutyl-ammonium chloride; triethylamine; diethyl dicarbonate; isobutyl chloroformate; In N,N-dimethyl-formamide;

DOI:10.1021/jo00181a043

upstream raw materials:

N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-γ-L-glutamyl>-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Benzyl (O^α-glu) 2-(Trimethylsilyl)ethyl (O^lys) Ester

1-benzyl L-glutamate

C₁₇H₃₈N₂O₄Si₂

α-benzyl-N,O^γ-bis(trimethylsilyl)-L-glutamate

Downstream raw materials:

N^α-(tert-Butyloxycarbonyl)-N^ε-10-methylpteroyl)-L-γ-glutamyl>-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysyl-N^ε-(benzyloxycarbonyl)-L-lysine Benzyl (O^α-glu) 2-(Trimethylsilyl)ethyl (O^lys) Ester

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