4-bromo-N,β,β-trimethyl-L-phenylalanyl-N¹-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N¹,3-dimethyl-L-valinamide

Base Information

• Chemical Name: 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N¹-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N¹,3-dimethyl-L-valinamide
• CAS No.: 756894-41-4
• Molecular Formula: C₂₉H₄₆BrN₃O₄
• Molecular Weight: 580.606

Synonyms:4-bromo-N,β,β-trimethyl-L-phenylalanyl-N¹-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N¹,3-dimethyl-L-valinamide

Chemical Property of 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N¹-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N¹,3-dimethyl-L-valinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N¹-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N¹,3-dimethyl-L-valinamide

There total 5 articles about 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N¹-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N¹,3-dimethyl-L-valinamide 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: 24.0%

ethyl (S)-tert-leucyl-(2E,4S)-N-methyl-4-amino-2,5-dimethylhex-2-enoate trifluoroacetic acid salt + 4-bromo-N,β,β-trimethylphenylalanine (676627-55-7) → C29H46BrN3O4 + 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N1,3-dimethyl-L-valinamide (756894-41-4)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2014.09.065

Reference yield:

4-bromo-N,β,β-trimethylphenylalanine (676627-55-7) + ethyl (S,E)-4-((S)-2-amino-N,3,3-trimethylbutanamide)-2,5-dimethylhexa-2-enoate hydrochloride (610786-70-4) → 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N1,3-dimethyl-L-valinamide (756894-41-4)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm040056u

Reference yield:

3-methyl-3-(4-bromophenyl)-2-oxobutanoic acid (676627-53-5) → 4-bromo-N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-4-ethoxy-1-isopropyl-3-methyl-4-oxo-2-butenyl]-N1,3-dimethyl-L-valinamide (756894-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 20 °C

2: 0.32 g / BH₃*pyridine / tetrahydrofuran / 45 - 55 °C

3: PyBOP; diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

With borane pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm040056u

upstream raw materials:

4-bromo-N,β,β-trimethylphenylalanine

ethyl (S,E)-4-((S)-2-amino-N,3,3-trimethylbutanamide)-2,5-dimethylhexa-2-enoate hydrochloride

3-methyl-3-phenyl-2-oxobutanoic acid

3-methyl-3-(4-bromophenyl)-2-oxobutanoic acid

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