(3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid

Base Information

• Chemical Name: (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid
• CAS No.: 1227870-48-5
• Molecular Formula: C₂₂H₂₇N₃O₅
• Molecular Weight: 413.473

Synonyms:(3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid

Chemical Property of (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid

Chemical Property:

Purity/Quality:

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Technology Process of (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid

There total 1 articles about (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid 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: 94.7%

ethyl (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid (1227870-47-4) → (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid (1227870-48-5)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃;

DOI:10.1021/jm100233b

Reference yield: 25.5%

(S)-2-[(R)-2-amino-3-chloropropanamido]-4-methylpentanamide (1227870-49-6) + (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid (1227870-48-5) → N-((S)-1-(((2S,3S)-5-(((R)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-chloro-1-oxopropan-2-yl)amino)-3-hydroxy-5-oxo-1-phenylpentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)picolinamide (1227870-52-1)

Guidance literature:

(3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 0 ℃;

With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 0 ℃;

(S)-2-[(R)-2-amino-3-chloropropanamido]-4-methylpentanamide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm100233b

Reference yield: 24.1%

(S)-2-[(S)-2-amino-3-cyanopropanamido]-4-methylpentanamide (1227870-50-9) + (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid (1227870-48-5) → N-((S)-1-(((2S,3S)-5-(((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-cyano-1-oxopropan-2-yl)amino)-3-hydroxy-5-oxo-1-phenylpentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)picolinamide (1227870-53-2)

Guidance literature:

(3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 0 ℃;

With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 0 ℃;

(S)-2-[(S)-2-amino-3-cyanopropanamido]-4-methylpentanamide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm100233b

upstream raw materials:

ethyl (3S,4S)-3-hydroxy-4-[(S)-3-methyl-2-(picolinamido)butanamido]-5-phenylpentanoic acid

Downstream raw materials:

N-((S)-1-(((2S,3S)-5-(((R)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-chloro-1-oxopropan-2-yl)amino)-3-hydroxy-5-oxo-1-phenylpentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)picolinamide

N-((S)-1-(((2S,3S)-5-(((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-3-cyano-1-oxopropan-2-yl)amino)-3-hydroxy-5-oxo-1-phenylpentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)picolinamide

N-((S)-1-(((2S,3S)-5-(((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-1-oxopent-4-yn-2-yl)amino)-3-hydroxy-5-oxo-1-phenylpentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)picolinamide

N-((S)-1-(((2S,3S)-3-hydroxy-5-oxo-5-(((S)-1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl)amino)-1-phenylpentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)picolinamide

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