(S)-N-(1-AMino-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide

Base Information

• Chemical Name: (S)-N-(1-AMino-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide
• CAS No.: 289472-80-6
• Molecular Formula: C₁₄H₁₄N₄O₂
• Molecular Weight: 270.291
• Hs Code.: 2934999090
• Mol file: 289472-80-6.mol

Synonyms:(S)-N-(1-AMino-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide;2-PyrazinecarboxaMide, N-[(1S)-2-aMino-2-oxo-1-(phenylMethyl)ethyl]-;N-[(1S)-2-Amino-2-oxo-1-(phenylmethyl)ethyl]-2-pyrazinecarboxamide;BortezoMib IMpurity;Bortezomib Amide Impurity

Chemical Property of (S)-N-(1-AMino-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide

Chemical Property:

• Boiling Point: 619.4±55.0 °C(Predicted)
• PKA: 11.92±0.46(Predicted)
• PSA: 102.45000
• Density: 1.280±0.06 g/cm3(Predicted)
• LogP: 2.02750
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

N-[(1S)-2-Amino-2-oxo-1-(phenylmethyl)ethyl]-2-pyrazinecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[(1S)-2-Amino-2-oxo-1-(phenylmethyl)ethyl]-2-pyrazinecarboxamide is a metabolite of Bortezomib (B675700), a proteasome inhibitor for the treatment of multiple myeloma and is known to also target the ubiquitin-proteasome pathway.

Technology Process of (S)-N-(1-AMino-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide

There total 5 articles about (S)-N-(1-AMino-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide 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: 88.3%

(S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid (114457-94-2,1608986-16-8) → Pyrazine-2-carboxylic acid ((S)-1-carbamoyl-2-phenyl-ethyl)-amide (289472-80-6)

Guidance literature:

(S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid; With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

With ammonium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Reagent/catalyst; Solvent;

Reference yield:

velcade (179324-69-7,1132709-16-0) → Pyrazine-2-carboxylic acid ((S)-1-carbamoyl-2-phenyl-ethyl)-amide (289472-80-6) + (S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid (114457-94-2,1608986-16-8)

Guidance literature:

With sodium hydroxide; oxygen; In dimethyl sulfoxide; at 70 ℃; for 250h; pH=12.0; Kinetics; Product distribution;

DOI:10.1002/(SICI)1520-6017(200006)89:6<758::AID-JPS7>3.0.CO;2-L

Reference yield:

velcade (179324-69-7,1132709-16-0) → Pyrazine-2-carboxylic acid ((S)-1-carbamoyl-2-phenyl-ethyl)-amide (289472-80-6) + (S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid (114457-94-2,1608986-16-8) + Pyrazine-2-carboxylic acid [(S)-1-((R)-1-hydroxy-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-amide (289472-78-2,289472-81-7) + Pyrazine-2-carboxylic acid [(S)-1-((S)-1-hydroxy-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-amide (289472-81-7)

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 1h; Further Variations:; Solvents; Kinetics; Product distribution;

DOI:10.1002/(SICI)1520-6017(200006)89:6<758::AID-JPS7>3.0.CO;2-L

upstream raw materials:

Pyrazine-2-carboxylic acid [(S)-1-((R)-1-hydroxy-3-methyl-butylcarbamoyl)-2-phenyl-ethyl]-amide

velcade

(S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid

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