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ChemicalBook >> CAS DataBase List >>(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID

(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-Pyrazinylcarbonyl-L-phenylalanine;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
CBNumber:
CB41119462
Molecular Formula:
C14H13N3O3
Molecular Weight:
271.27
MDL Number:
MFCD09800536
MOL File:
114457-94-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:47:49
Product description Number Pack Size Price
N-(Pyrazinylcarbonyl)-L-phenylalanine >98.0%(HPLC) P2068 1g $40
N-Pyrazinylcarbonylphenylalanine (3-Phenyl-2-[(pyrazine-2-carbonyl)-amino]-propionic Acid) P9494-75 250mg $446
N-Pyrazinylcarbonyl-L-phenylalanine 287137 100mg $305
N-Pyrazinylcarbonyl-L-phenylalanine 287137 250mg $410
N-Pyrazinylcarbonyl-L-phenylalanine 287137 500mg $531
More product size

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

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
Major Application pharmaceutical small molecule
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
FDA UNII 9R67B83S2T
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2933998090

(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical P2068 N-(Pyrazinylcarbonyl)-L-phenylalanine >98.0%(HPLC) 114457-94-2 1g $40 2026-04-30 Buy
Usbiological P9494-75 N-Pyrazinylcarbonylphenylalanine (3-Phenyl-2-[(pyrazine-2-carbonyl)-amino]-propionic Acid) 114457-94-2 250mg $446 2026-06-04 Buy
Usbiological 287137 N-Pyrazinylcarbonyl-L-phenylalanine 114457-94-2 100mg $305 2026-06-03 Buy
Usbiological 287137 N-Pyrazinylcarbonyl-L-phenylalanine 114457-94-2 250mg $410 2026-06-03 Buy
Usbiological 287137 N-Pyrazinylcarbonyl-L-phenylalanine 114457-94-2 500mg $531 2026-06-03 Buy
Product number Packaging Price Buy
P2068 1g $40 Buy
P9494-75 250mg $446 Buy
287137 100mg $305 Buy
287137 250mg $410 Buy
287137 500mg $531 Buy

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

N-Pyrazinylcarbonyl-L-phenylalanine Methyl Ester

73058-37-4

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

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

73058-37-4
114457-94-2
Synthesis of (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID from N-Pyrazinylcarbonyl-L-phenylalanine Methyl Ester
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View Lastest Price from (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-3-phenyl-2-(pyrazine-2-carboxamido)propanoic acid pictures 2026-07-31 (S)-3-phenyl-2-(pyrazine-2-carboxamido)propanoic acid
114457-94-2
1KG 99%min 1000 KGS WUHAN FORTUNA CHEMICAL CO., LTD
N-(Pyrazinylcarbonyl)-L-phenylalanine pictures 2026-05-06 N-(Pyrazinylcarbonyl)-L-phenylalanine
114457-94-2
99.85% 10g TargetMol Chemicals Inc.
(S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID pictures 2025-05-23 (S)-3-PHENYL-2-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID
114457-94-2
$10.00 1kg 99% 20 ton Hebei Zhuanglai Chemical Trading Co Ltd
(S)-3-Phenyl-2-[(pyrazine-2-carbonyl)-amino]-propionic acid Bortezomib Intermediate 2 N-(2-Pyrazinylcarbonyl)-L-phenylalanine Bortezomib Acid Impurity Bortezomib INT B N-(Pyrazinylcarbonyl)-L-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-[(PYRAZIN-2-YLCARBONYL)AMINO] PROPANOIC ACID (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 N-Pyrazinylcarbonyl-L-phenylalanine 114457-94-2 114459-94-2 1144557-94-2 Amino Acids & Derivatives Aromatics
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