(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID

Product Name: (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID
CAS No.: 114457-94-2
Chemical Name: (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID
Synonyms: N-PyrazinyL;Bortezomib INT;Bortezomib INT B;Bortezomib impurity B;Bortezomib Acid Analog;Bortezomib impurity 92;Antibacterial agent 268;N-(2-pyrazinylcarbonyl)-;Bortezomib Acid Impurity;Bortezomib Intermediate 2
CBNumber: CB41119462
Molecular Formula: C14H13N3O3
Formula Weight: 271.27
MOL File: 114457-94-2.mol

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(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID Property

Melting point:: 166-169℃
Boiling point:: 573.8±50.0 °C(Predicted)
Density: 1.323
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO, Methanol (Sparingly)
pka: 13.93±0.46(Predicted)
form: Solid
color: White to Light Beige
InChI: InChI=1S/C14H13N3O3/c18-13(12-9-15-6-7-16-12)17-11(14(19)20)8-10-4-2-1-3-5-10/h1-7,9,11H,8H2,(H,17,18)(H,19,20)/t11-/m0/s1
InChIKey: DWYZPDHMMZGQAP-NSHDSACASA-N
SMILES: C(O)(=O)[C@H](CC1=CC=CC=C1)NC(C1=NC=CN=C1)=O

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: P2068
Product name: N-(Pyrazinylcarbonyl)-L-phenylalanine
Purity: >98.0%(HPLC)
Packaging: 1g
Price: $50
Updated: 2025/07/31

TRC

Product number: P841500
Product name: N-Pyrazinylcarbonyl-L-phenylalanine
Packaging: 250mg
Price: $95
Updated: 2021/12/16

Usbiological

Product number: 287137
Product name: N-Pyrazinylcarbonyl-L-phenylalanine
Packaging: 100mg
Price: $305
Updated: 2021/12/16

Activate Scientific

Product number: AS80282-2S
Product name: (S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoic acid
Purity: 98% ee
Packaging: 5G
Price: $549
Updated: 2021/12/16

Apolloscientific

Product number: OR302741
Product name: (S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoicacid
Packaging: 5g
Price: $653
Updated: 2021/12/16

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(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID Chemical Properties,Usage,Production

Chemical Properties

(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID is Light Beige Solid

Uses

(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID is used for the synthesis of Bortezomib (B675700) from L-phenylalanine via dipeptidyl boronic acid ester intermediates.

Synthesis

73058-37-4

114457-94-2

General procedure for the synthesis of (S)-3-phenyl-2-(pyrazine-2-carboxamido)propionic acid from (pyrazine-2-carbonyl)-L-phenylalanine methyl ester: N-pyrazinecarbonyl-L-phenylalanine methyl ester (1.0 g, 3.51 mmol) was dissolved in 10 mL of acetone, and the pH was adjusted to 12-13 by slowly adding 2N NaOH solution dropwise under cooling in an ice-water bath.Reaction. The progress of the reaction was monitored by thin-layer chromatography (TLC) during the process, and the reaction was completed after 2 hours. Subsequently, hydrochloric acid was slowly added dropwise in an ice-water bath and the pH was adjusted to 2~3, at which time a large amount of white solid precipitated. The precipitate was collected by filtration, washed with water and ether sequentially, and then dried in air. Finally, 0.89 g of white solid product was obtained with a yield of 93.6% and a melting point of 166-169°C. The product structure was analyzed by 1H-NMR. The structure of the product was confirmed by 1H-NMR (DMSO-d6, 300 MHz): δ 3.23 (-CH2, m, 2H), 4.74 (-CH, m, 1H), 7.16-7.25 (-Ph, m, 5H), 8.74 (-CONH, t, 1H), 8.86-8.89 (-Pyz, t, 2H), 9.14 (-Pyz. d, 1H), 13.06 (-COOH, s, 1H).

References

[1] Patent: EP2444411, 2016, B1. Location in patent: Paragraph 0038
[2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 15, p. 4031 - 4044
[3] Organic and Biomolecular Chemistry, 2007, vol. 5, # 9, p. 1416 - 1426
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 19, p. 6851 - 6861
[5] Journal of Medicinal Chemistry, 2009, vol. 52, # 14, p. 4192 - 4199

(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID Preparation Products And Raw materials

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(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID Suppliers

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View Lastest Price from (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: (S)-3-phenyl-2-(pyrazine-2-carboxamido)propanoic acid 114457-94-2
Price: US $0.00-0.00/Kg/Drum
Min. Order: 1KG
Purity: 99%min
Supply Ability: 1000 KGS
Release date: 2021-06-19

Hebei Zhuanglai Chemical Trading Co Ltd

Product: (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID 114457-94-2
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 ton
Release date: 2024-12-10

Henan Aochuang Chemical Co.,Ltd.

Product: (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID 114457-94-2
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-13

114457-94-2, (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACIDRelated Search:

Palladium (II) Acetate Phosphorus trichloride Ufiprazole Sildenafil citrate 2-PyrazinecarboxaMide, N-[(1S)-2-[[(1R)-1-hydroperoxy-3-Methylbutyl]aMino]-2-oxo-1-(phenylMethyl)ethyl]- L-Phenylalanine BortezoMib IMpurity N 1-Chloro-2-methylpropane Bortezomib Impurity 45 BOC-D-Phenylalanine N-((S)-1-(((S)-1-Hydroxy-3-Methylbutyl)aMino)-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxaMide Sildenafil ((R)-3-Methyl-1-((R)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid (aR,3aS,4S,6S,7aR)-Hexahydro-3a,8,8-trimethyl-alpha-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate ((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid Boronic acid, B-[(1S)-3-Methyl-1-[[(2R)-1-oxo-3-phenyl-2-[(2-pyrazinylcarbonyl)aMino]propyl]aMino]butyl]- Bortezomib Bortezomib Impurity 5

(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID

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

Bortezomib Intermediate 2

N-Pyrazinylcarbonyl-L-phenylalanine

N-(2-Pyrazinylcarbonyl)-L-phenylalanine

Bortezomib Acid Impurity

Bortezomib INT B

<i>N</i>-(Pyrazinylcarbonyl)-<small>L</small>-phenylalanine

(S)-3-Phenyl-2-(pyrazine-2-carboxaMido)propanoic acid

N-(2-pyrazinylcarbonyl)-

BortezoMib IMpurity B ((S)-3-Phenyl-2-(pyrazine-2-carbonylaMino)propanoic Acid)

L-Phenylalanine, N-(2-pyrazinylcarbonyl)-

Bortezomib impurity B

Bortezomib INT

Bortezomib impurity 12/((S)-3-Phenyl-2-(pyrazine-2-carbonylamino)propanoic Acid

(2S)-3-phenyl-2-[(pyrazin-2-yl)formamido]propanoic acid

(pyrazine-2-carbonyl)-L-phenylalanine

(S)-3-Phenyl-2-(pyrazine-2-carbox

2-[[oxo(2-pyrazinyl)methyl]amino]-3-phenylpropanoic acid

N-PyrazinyL

Bortezomib USP Impurity D

N-((S)-1-(((S)-3-methyl-1-((3aR,4R,6R,7aS)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butyl)amino)-1-oxo-3- phenylpropan-2-yl)pyrazine-2-carboxamide

(S)-3-Phenyl-2-[[(pyrazin-2-yl)carbonyl]amino]propanoic acid (Bortezomib Impurity)

Bortezomib Related Compund D/ Bortezomib Acid Analog

(R)-3-methyl-1-((3aS,4S,6S,7aS)-3a,5,5- trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)butan-1- amine

Bortezomib Acid Analog

(S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoicaci

(S)-3-phenyl-2-(pyrazine-5-carboxamido)propanoic acid

(S)-3-Phenyl-2-(pyrazine-2-carboxamido)propanoic acid|||N-(Pyrazinylcarbonyl)-L-phenylalanine

Bortezomib impurity 92

Antibacterial agent 268

(S)-3-Phenyl-2-[(pyrazine-2-carbonyl)amino]propanoicacid

(S)-3-Phenyl-2-(pyrazine-2-carboxcarboxamido)-propanoic acid

114457-94-2

114459-94-2

1144557-94-2

Amino Acids & Derivatives

Aromatics