(S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate

Base Information

• Chemical Name: (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate
• CAS No.: 905927-82-4
• Molecular Formula: C₃₀H₂₄BrClN₂O₅
• Molecular Weight: 607.888

Synonyms:(S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate

Chemical Property of (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate

Chemical Property:

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Technology Process of (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate

There total 3 articles about (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate 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: 57.0%

N-(4-bromophenyl)-5-chloro-2-hydroxyl benzamide (2627-75-0) + N-Cbz-L-Phe (1161-13-3) → (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate (905927-82-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at -10 - 4 ℃; for 24h;

DOI:10.1016/j.tetlet.2006.05.110

Reference yield:

5-chloro-2-hydroxybenzoic acid (321-14-2) → (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate (905927-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / PCl₃ / chlorobenzene / microwave irradiation

2: 57 percent / N,N'-dicyclohexylcarbodiimide / dimethylformamide / 24 h / -10 - 4 °C

With dicyclohexyl-carbodiimide; phosphorus trichloride; In N,N-dimethyl-formamide; chlorobenzene;

DOI:10.1016/j.tetlet.2006.05.110

Reference yield:

4-bromo-aniline (106-40-1) → (S)-2-(4-bromophenylcarbamoyl)-4-chlorophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate (905927-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / PCl₃ / chlorobenzene / microwave irradiation

2: 57 percent / N,N'-dicyclohexylcarbodiimide / dimethylformamide / 24 h / -10 - 4 °C

With dicyclohexyl-carbodiimide; phosphorus trichloride; In N,N-dimethyl-formamide; chlorobenzene;

DOI:10.1016/j.tetlet.2006.05.110

upstream raw materials:

N-(4-bromophenyl)-5-chloro-2-hydroxyl benzamide

N-Cbz-L-Phe

5-chloro-2-hydroxybenzoic acid

4-bromo-aniline

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