| Identification | Back Directory | [Name]
2-[(Acetylthio)methyl]-phenylpropionic acid | [CAS]
91702-98-6 | [Synonyms]
(acetylthio)methyl) -phenylpropionic acid
3-(Acetylsulphanyl)-2-benzylpropanoic acid
α-[(Acetylthio)Methyl]benzenepropanoic Acid
a-[(Acetylthio)methyl]benzenepropanoic Acid
2-[(Acetylthio)methyl]-phenylpropionic acid
2-[(ACETYLETHIO)METHYL]PHENYLPROPIONIC ACID
2-(Acetylthiomethyl)-3-phenylpropionic Acid
2-[(Acetylthio)methyl]-3-phenylpropanoic acid
2-[(ACETYLTHIO)METHYL]-3-PHENYLPROPIONIC ACIDE
2-[(Acetylsulfanyl)methyl]-3-phenylpropionic Acid
2-[(Acetylthio)methyl]-3-phenylpropanoic acid 96% | [Molecular Formula]
C12H14O3S | [MDL Number]
MFCD00236751 | [MOL File]
91702-98-6.mol | [Molecular Weight]
238.3 |
| Chemical Properties | Back Directory | [Appearance]
Brownish Liquid | [Melting point ]
39 °C | [Boiling point ]
381.9±35.0 °C(Predicted) | [density ]
1.226±0.06 g/cm3(Predicted) | [refractive index ]
1.55 | [storage temp. ]
2-8°C(protect from light) | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
powder to lump to clear liquid | [pka]
4.06±0.10(Predicted) | [color ]
White or Colorless to Yellow | [CAS DataBase Reference]
91702-98-6 |
| Hazard Information | Back Directory | [Chemical Properties]
Brownish Liquid | [Uses]
Racecadotril intermediate. A β-thiopropionyl-amino acid derivative used as β-lactamase inhibitor. | [Synthesis]
General procedure for the synthesis of 3-(acetylthio)-2-benzylpropionic acid from 2-benzylpropenoic acid and thioacetic acid: 16.2 g of 2-benzylpropenoic acid and 12.3 mL of thioacetic acid were added to a clean and dry round-bottomed flask, and the reaction was stirred for 1 hour at 30 °C. Subsequently, the reaction mixture was warmed up to 60 °C and the stirring reaction was continued for 4 hours. Upon completion of the reaction, the excess thioacetic acid was removed by distillation to give the crude product of 3-(acetylthio)-2-benzylpropionic acid. Yield: 23.8 g. | [References]
[1] Journal of Medicinal Chemistry, 1994, vol. 37, # 15, p. 2461 - 2476
[2] Journal of Organic Chemistry, 2009, vol. 74, # 9, p. 3389 - 3393
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 20, p. 5614 - 5619
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 602 - 608
[5] Magnetic Resonance in Chemistry, 2000, vol. 38, # 6, p. 468 - 471 |
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