(5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide

Base Information

• Chemical Name: (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide
• CAS No.: 866227-32-9
• Molecular Formula: C₂₄H₃₂BrN₃O₄
• Molecular Weight: 506.44

Synonyms:(5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide

Chemical Property of (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide

There total 3 articles about (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide 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: 65.0%

(2S,3S)-1-[(4-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol (866227-24-9) + bromoacetic acid methyl ester (96-32-2) → (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide (866227-32-9)

Guidance literature:

(2S,3S)-1-[(4-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol; bromoacetic acid methyl ester; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

With ammonia; In methanol; at 20 ℃;

DOI:10.1016/j.bmc.2005.06.048

Reference yield:

4-Bromobenzylamine (3959-07-7) → (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide (866227-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / propan-2-ol / 50 °C

2.1: K₂CO₃ / dimethylformamide / 20 °C

2.2: 65 percent / ammonia / methanol / 20 °C

With potassium carbonate; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmc.2005.06.048

Reference yield:

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane (98760-08-8) → (5S,6S)-3-aza-3-(4-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide (866227-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 83 percent / propan-2-ol / 50 °C

2.1: K₂CO₃ / dimethylformamide / 20 °C

2.2: 65 percent / ammonia / methanol / 20 °C

With potassium carbonate; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1016/j.bmc.2005.06.048

upstream raw materials:

(2S,3S)-1-[(4-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

bromoacetic acid methyl ester

4-Bromobenzylamine

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Downstream raw materials:

Pyridine-2-carboxylic acid ((S)-1-{(1S,2S)-1-benzyl-3-[(4-bromo-benzyl)-carbamoylmethyl-amino]-2-hydroxy-propylcarbamoyl}-2-methyl-propyl)-amide

(5S,6S)-3-aza-3-(4-bromobenzyl)-6-{[(tert-butyloxycarbonyl)-L-valinyl]amino}-5-hydroxy-7-phenylheptanoyl amide

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