(R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

Base Information

• Chemical Name: (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide
• CAS No.: 1354899-34-5
• Molecular Formula: C₂₄H₃₃N₃O₃
• Molecular Weight: 411.544

Synonyms:(R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

Chemical Property of (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

There total 6 articles about (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide 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:

(S)-4-benzyl-3-((R)-2-((benzyloxy)-methyl)-4-methylpentanoyl)oxazolidin-2-one (220805-29-8) → (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide (1354899-34-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 °C

1.2: pH 2.5

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 h / 20 °C

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

5.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C

5.2: pH 2.5

6.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

6.2: 24 h / 20 °C

With 4-methyl-morpholine; dmap; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.5012/bkcs.2011.32.6.2032

Reference yield:

(R)-2-(hydroxymethyl)-4-methylpentanoic acid (218285-52-0) → (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide (1354899-34-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

3.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C

3.2: pH 2.5

4.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

4.2: 24 h / 20 °C

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.5012/bkcs.2011.32.6.2032

Reference yield:

O-benzylhydoxylamine hydrochloride (2687-43-6) → (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide (1354899-34-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

3.1: lithium hydroxide / tetrahydrofuran; methanol; water / 18 h / 20 °C

3.2: pH 2.5

4.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

4.2: 24 h / 20 °C

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.5012/bkcs.2011.32.6.2032

upstream raw materials:

(S)-4-benzyl-3-((R)-2-((benzyloxy)-methyl)-4-methylpentanoyl)oxazolidin-2-one

O-benzylhydoxylamine hydrochloride

(R)-2-(hydroxymethyl)-4-methylpentanoic acid

(R)-2-((benzyloxy)methyl)-4-methylpentanoic acid

Downstream raw materials:

(R)-2-((N-hydroxyformamido)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

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