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

Base Information

• Chemical Name: 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
• CAS No.: 89106-07-0
• Molecular Formula: C₅₇H₇₈N₁₂O₁₁Si
• Molecular Weight: 1135.41

Synonyms: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

Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 75.0%

Nα-(tert-Butyloxycarbonyl)-Nε-10-methylpteroyl)-γ-L-glutamyl>-L-lysine Benzyl (Oα-glu) Ester (89106-06-9) + Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate (89106-04-7) → 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)

Guidance literature:

With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; 1) 0 deg C, 3 h, 2) room temperature;

DOI:10.1021/jo00181a043

Reference yield:

C17H38N2O4Si2 (89106-11-6) → 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)

Guidance literature:

Multi-step reaction with 2 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

With diphenyl-phosphinic acid; 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)-γ-L-glutamyl>-L-lysyl-Nε-(benzyloxycarbonyl)-L-lysine Benzyl (Oα-glu) 2-(Trimethylsilyl)ethyl (Olys) Ester (89106-07-0)

Guidance literature:

Multi-step reaction with 3 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

With diphenyl-phosphinic acid; 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-lysine Benzyl (O^α-glu) Ester

Nε-(Benzyloxycarbonyl)-L-lysine 2-(Trimethylsilyl)ethyl Ester p-Toluenesulfonate

1-benzyl L-glutamate

C₁₇H₃₈N₂O₄Si₂

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) Ester

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