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

Base Information

Chemical Name:(R)-2-((N-hydroxyformamido)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide
CAS No.:1354899-33-4
Molecular Formula:C₁₈H₂₇N₃O₄
Molecular Weight:349.43
Hs Code.:

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

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

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

There total 7 articles about (R)-2-((N-hydroxyformamido)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: 52.0%

: 64-18-6
formic acid

: 1354899-34-5
(R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

: 1354899-33-4
(R)-2-((N-hydroxyformamido)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

Guidance literature:: formic acid; (R)-2-((benzyloxyamino)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide; With acetic anhydride; In dichloromethane; at 0 ℃; for 3h;

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; under 760.051 Torr;
DOI:10.5012/bkcs.2011.32.6.2032

Reference yield:

: 220805-29-8
(S)-4-benzyl-3-((R)-2-((benzyloxy)-methyl)-4-methylpentanoyl)oxazolidin-2-one

: 1354899-33-4
(R)-2-((N-hydroxyformamido)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

Guidance literature:: Multi-step reaction with 7 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

7.1: acetic anhydride / dichloromethane / 3 h / 0 °C

7.2: 20 °C / 760.05 Torr

With 4-methyl-morpholine; dmap; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; acetic anhydride; 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:

: 218285-52-0
(R)-2-(hydroxymethyl)-4-methylpentanoic acid

: 1354899-33-4
(R)-2-((N-hydroxyformamido)methyl)-4-methyl-N-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)pentanamide

Guidance literature:: Multi-step reaction with 5 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

5.1: acetic anhydride / dichloromethane / 3 h / 0 °C

5.2: 20 °C / 760.05 Torr

With 4-methyl-morpholine; dmap; acetic anhydride; 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