p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate

Base Information

• Chemical Name: p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate
• CAS No.: 122903-69-9
• Molecular Formula: C₃₃H₃₉N₃O₈Si
• Molecular Weight: 633.773

Synonyms:p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate

Chemical Property of p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate

There total 2 articles about p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate 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: 89.0%

Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-68-8,198545-00-5) + 4-Nitrophenyl chloroformate (7693-46-1) → p-nitrophenyl Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate (122903-69-9)

Guidance literature:

With dmap; Etifelmin; In dichloromethane; at 0 ℃; for 0.666667h;

DOI:10.1021/jo00284a031

Reference yield:

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate (80149-80-0) + Fmoc-Lys-OH (105047-45-8) → p-nitrophenyl Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate (122903-69-9)

Guidance literature:

With Etifelmin; dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.) DMF, 50 - 55 deg C, 2.5 h, 2.) RT, 30 min;

DOI:10.1021/jo00284a031

Reference yield:

p-nitrophenyl Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate (122903-69-9) → Nα-α-α-α-(9-fluorenylmethyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-75-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / 0.33 M K₂CO₃ / dioxane / 0.75 h / Heating

2: 84 percent / liquid NH₃ / 60 h / -40 - 20 °C

3: 71 percent / EDPA / CH₂Cl₂ / 48 h

4: 97 percent / liquid NH₃ / 60 h / -40 - 20 °C

5: 57 percent / EDPA / CH₂Cl₂ / 60 h

With Etifelmin; ammonia; potassium carbonate; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo00284a031

upstream raw materials:

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

Fmoc-Lys-OH

N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

4-Nitrophenyl chloroformate

Downstream raw materials:

N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

N^α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

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