N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine

Base Information

• Chemical Name: N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine
• CAS No.: 162178-96-3
• Molecular Formula: C₃₃H₃₈Br₂N₄O₆
• Molecular Weight: 746.496

Synonyms:N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine

Chemical Property of N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine

There total 6 articles about N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-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:

C24H28Br2N2O5 + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → N2-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N6-(phenylmethoxycarbonyl)-L-lysine (162178-96-3)

Guidance literature:

N₆-[(benzyloxy)carbonyl]-L-lysine; With 4-methyl-morpholine; chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 12h;

C₂₄H₂₈Br₂N₂O₅; In tetrahydrofuran; dichloromethane; at -15 ℃; for 2h;

With potassium hydrogensulfate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0490641

Reference yield:

(R)-4-amino-3,5-dibromophenylalanine (864739-06-0) → N2-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N6-(phenylmethoxycarbonyl)-L-lysine (162178-96-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 75 °C

2.1: isobutyl chloroformate; N-methylmorpholine / CH₂Cl₂ / 3 h / -15 - 20 °C

2.2: 134 g / CH₂Cl₂ / 2 h / -15 °C

3.1: 134 g / aq. potassium hydrogensulfate / CH₂Cl₂

4.1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -15 °C

5.1: N-methylmorpholine; ClSiMe₃ / CH₂Cl₂ / 12 h / 20 °C

5.2: tetrahydrofuran; CH₂Cl₂ / 2 h / -15 °C

5.3: aq. potassium hydrogensulfate / tetrahydrofuran; CH₂Cl₂

With 4-methyl-morpholine; potassium hydrogensulfate; chloro-trimethyl-silane; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0490641

Reference yield:

C12H18Br2N2O2Si → N2-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N6-(phenylmethoxycarbonyl)-L-lysine (162178-96-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isobutyl chloroformate; N-methylmorpholine / CH₂Cl₂ / 3 h / -15 - 20 °C

1.2: 134 g / CH₂Cl₂ / 2 h / -15 °C

2.1: 134 g / aq. potassium hydrogensulfate / CH₂Cl₂

3.1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -15 °C

4.1: N-methylmorpholine; ClSiMe₃ / CH₂Cl₂ / 12 h / 20 °C

4.2: tetrahydrofuran; CH₂Cl₂ / 2 h / -15 °C

4.3: aq. potassium hydrogensulfate / tetrahydrofuran; CH₂Cl₂

With 4-methyl-morpholine; potassium hydrogensulfate; chloro-trimethyl-silane; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0490641

upstream raw materials:

N₆-[(benzyloxy)carbonyl]-L-lysine

(R)-4-amino-3,5-dibromophenylalanine

4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanine

p-amino-D-phenylalanine

Downstream raw materials:

1-[N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysyl]-4-(4-pyridinyl)piperazine

N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-phenylamide

1-[N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysyl]-4-phenylpiperazine

1-[N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysyl]-4-(1,1-dimethylethoxycarbonyl)piperazine

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