N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester

Base Information

• Chemical Name: N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester
• CAS No.: 797761-59-2
• Molecular Formula: C₃₂H₄₃N₃O₁₀
• Molecular Weight: 629.708

Synonyms:N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester

Chemical Property of N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester

There total 3 articles about N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl 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: 86.0%

O1,O5-diallyl L-glutamate + Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysine allyl ester (797761-58-1) → Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester (797761-59-2)

Guidance literature:

N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine allyl ester; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

O¹,O⁵-diallyl L-glutamate; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1021/ja046426l

Reference yield:

4-(allyloxy)-4-oxobutanoic acid (3882-09-5) → Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester (797761-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / Et₃N / dimethylformamide / 8 h / 20 °C

2.1: N-hydroxysuccinimide; dicyclohexylcarbodiimide / dimethylformamide / 0.5 h / 0 °C

2.2: 86 percent / dimethylformamide / 15 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/ja046426l

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-(3-carboxy-1-oxopropyl)-Nε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid triallyl ester (797761-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / Et₃N / dimethylformamide / 8 h / 20 °C

2.1: N-hydroxysuccinimide; dicyclohexylcarbodiimide / dimethylformamide / 0.5 h / 0 °C

2.2: 86 percent / dimethylformamide / 15 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1021/ja046426l

upstream raw materials:

N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysine allyl ester

4-(allyloxy)-4-oxobutanoic acid

N₆-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid

N^α-(3-carboxy-1-oxopropyl)-N^ε-(benzyloxycarbonyl)-L-lysyl-L-glutamic acid tris(pentafluorophenyl)ester

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