N^α-α-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester

Base Information

• Chemical Name: N^α-α-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester
• CAS No.: 122903-66-6
• Molecular Formula: C₃₅H₅₅N₅O₁₁Si
• Molecular Weight: 749.934

Synonyms:N^α-α-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester

Chemical Property of N^α-α-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester

Chemical Property:

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Technology Process of N^α-α-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester

There total 3 articles about N^α-α-(tert-butyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide 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: 98.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Nα-α-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-65-5) → Nα-α-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester (122903-66-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 25 - 30 ℃; for 72h;

DOI:10.1021/jo00284a031

Reference yield:

Boc-Lys(Z)-OSu (34404-36-9) → Nα-α-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester (122903-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / EDPA / dimethylformamide / 120 h / 25 °C

2: 98 percent / DCC / ethyl acetate / 72 h / 25 - 30 °C

With Etifelmin; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00284a031

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → Nα-α-(tert-butyloxycarbonyl)-Nε-(benzyloxycarbonyl)-L-lysyl>-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester (122903-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / DCC / 1.) EtOAc, 25 deg C, 3 h, 2.) Et₂O, overnight

2: 92 percent / EDPA / dimethylformamide / 120 h / 25 °C

3: 98 percent / DCC / ethyl acetate / 72 h / 25 - 30 °C

With Etifelmin; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00284a031

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

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

Boc-Lys(Z)-OSu

Boc-Lys(Z)-OH

Downstream raw materials:

N^α-α-α-(tert-butyloxycarbonyl)-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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