(S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride

Base Information

• Chemical Name: (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride
• CAS No.: 1335122-82-1
• Molecular Formula: C₁₅H₂₄N₄O₄*ClH
• Molecular Weight: 360.841
• Mol file: 1335122-82-1.mol

Synonyms:(S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride

Chemical Property of (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride

There total 6 articles about (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride 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: 95.0%

C25H40N4O8 (1186120-60-4) → (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride (1335122-82-1)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2011.07.008

Reference yield:

tert-butyl (1S,2R)-3-bromo-1-hydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate (1186120-57-9) → (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride (1335122-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide / N,N-dimethyl-formamide / 12 h / 65 °C / Inert atmosphere

2: triphenylphosphine / tetrahydrofuran; water / 24 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 13 h / 0 - 20 °C

4: hydrogenchloride / ethyl acetate / 4 h / 20 °C

With hydrogenchloride; sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.07.008

Reference yield:

tert-butyl(1S,2S)-3-azido-1-hydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate (1186120-58-0) → (S)-2-amino-N-((2S,3S)-2-amino-3-hydroxy-3-(4-nitrophenyl)propyl)-4-methylpentanamide hydrochloride (1335122-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine / tetrahydrofuran; water / 24 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 13 h / 0 - 20 °C

3: hydrogenchloride / ethyl acetate / 4 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

DOI:10.1016/j.bmc.2011.07.008

upstream raw materials:

C₂₅H₄₀N₄O₈

tert-butyl (1S,2R)-3-bromo-1-hydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate

tert-butyl(1S,2S)-3-azido-1-hydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate

tert-butyl (1S,2S)-3-amino-1-hydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate