N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N⁶-[N^2',N^6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine

Base Information

• Chemical Name: N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N⁶-[N^2',N^6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine
• CAS No.: 439152-28-0
• Molecular Formula: C₄₇H₅₅N₅O₁₇
• Molecular Weight: 961.977

Synonyms:N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N⁶-[N^2',N^6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine

Chemical Property of N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N⁶-[N^2',N^6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine

Chemical Property:

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Technology Process of N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N⁶-[N^2',N^6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine

There total 7 articles about N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N⁶-[N^2',N^6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine 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: 30.0%

N2-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-L-lysine (452303-48-9) + N2,N6-bis(2,3-diacetoxybenzoyl)-L-lysine (201296-82-4) → N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N6-[N2',N6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine (439152-28-0)

Guidance literature:

N²,N⁶-bis(2,3-diacetoxybenzoyl)-L-lysine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -10 ℃; for 0.75h;

N²-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-L-lysine; With triethylamine; In tetrahydrofuran; at -10 - 20 ℃; for 2h;

DOI:10.1016/S0968-0896(02)00044-5

Reference yield:

glutaric anhydride, (108-55-4) → N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N6-[N2',N6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine (439152-28-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Et₃Nz

2.1: i-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0.75 h / -10 °C

2.2: 70 percent / Et₃N / tetrahydrofuran / 2 h / -10 - 20 °C

3.1: 60 percent / H₂ / 10 percent Pd/C / methanol / 20 °C / atmospheric pressure

4.1: i-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0.75 h / -10 °C

4.2: 30 percent / Et₃N / tetrahydrofuran / 2 h / -10 - 20 °C

With 4-methyl-morpholine; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0968-0896(02)00044-5

Reference yield:

N-methyl-O-(phenylcarbonyl)hydroxylamine hydrochloride (27130-46-7) → N-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-N6-[N2',N6'-bis(2,3-diacetoxybenzoyl)-L-lysyl]-L-lysine (439152-28-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Et₃Nz

2.1: i-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0.75 h / -10 °C

2.2: 70 percent / Et₃N / tetrahydrofuran / 2 h / -10 - 20 °C

3.1: 60 percent / H₂ / 10 percent Pd/C / methanol / 20 °C / atmospheric pressure

4.1: i-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0.75 h / -10 °C

4.2: 30 percent / Et₃N / tetrahydrofuran / 2 h / -10 - 20 °C

With 4-methyl-morpholine; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0968-0896(02)00044-5

upstream raw materials:

N²-[4-(N-benzyloxy-N-methylcarbamoyl)-n-butanoyl]-L-lysine

N²,N⁶-bis(2,3-diacetoxybenzoyl)-L-lysine

glutaric anhydride,

L-lysine

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