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

Base Information

• Chemical Name: N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-phenylamide
• CAS No.: 162176-81-0
• Molecular Formula: C₃₉H₄₃Br₂N₅O₅
• Molecular Weight: 821.609

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

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

Chemical Property:

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

There total 7 articles about N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-phenylamide 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:

N2-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N6-(phenylmethoxycarbonyl)-L-lysine (162178-96-3) + aniline (62-53-3) → N2-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N6-(phenylmethoxycarbonyl)-L-lysine-phenylamide (162176-81-0)

Guidance literature:

N²-[4-amino-3,5-dibromo-N-(1-oxo-4-phenylbutyl)-D-phenylalanyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.25h;

aniline; In tetrahydrofuran; at -15 - 20 ℃;

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-phenylamide (162176-81-0)

Guidance literature:

Multi-step reaction with 6 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

6.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / -15 °C

6.2: tetrahydrofuran / -15 - 20 °C

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-phenylamide (162176-81-0)

Guidance literature:

Multi-step reaction with 5 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

5.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / -15 °C

5.2: tetrahydrofuran / -15 - 20 °C

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

DOI:10.1021/jm0490641

upstream raw materials:

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

aniline

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

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

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